Drug Information
| Drug General Information | Top | |||
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| Drug ID |
D0I7SZ
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| Former ID |
DAP000588
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| Drug Name |
Quinapril
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| Synonyms |
Ectren; Koretic; Quinaprilum; QUINAPRIL HCL; Quinaprilum [Latin]; Accupril (TN); Quinapril [INN:BAN]; Quinapril (USP/INN); [3S-[2[R*(R*)],3R*]]-2-[2-[[1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-3-Isoquinolinecarboxylic acid; (3S)-2-(N-{(1S)-1-[(ethyloxy)carbonyl]-3-phenylpropyl}-L-alanyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid; (3S)-2-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid; (3S)-2-{(2S)-2-[(1S)-1-ethoxycarbonyl-3-phenylpropylamino]propanoyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid; (3S)-2-{N-((S)-1-Ethoxycarbonyl-3-phenylpropyl)-L-alanyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
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| Drug Type |
Small molecular drug
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| Indication | Hypertension [ICD-11: BA00-BA04; ICD-9: 401] | Approved | [1], [2] | |
| Therapeutic Class |
Antihypertensive Agents
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| Company |
Pfizer Pharmaceuticals
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| Structure |
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Download2D MOL |
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| Formula |
C25H30N2O5
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| Canonical SMILES |
CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2CC3=CC=CC=C3CC2C(=O)O
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| InChI |
1S/C25H30N2O5/c1-3-32-25(31)21(14-13-18-9-5-4-6-10-18)26-17(2)23(28)27-16-20-12-8-7-11-19(20)15-22(27)24(29)30/h4-12,17,21-22,26H,3,13-16H2,1-2H3,(H,29,30)/t17-,21-,22-/m0/s1
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| InChIKey |
JSDRRTOADPPCHY-HSQYWUDLSA-N
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| CAS Number |
CAS 85441-61-8
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| PubChem Compound ID | ||||
| PubChem Substance ID |
9602, 7980446, 8145927, 8149893, 8183841, 11335885, 11361124, 11364491, 11367053, 11369615, 11372621, 11374133, 11377777, 11462096, 11484485, 11488641, 11491366, 11492542, 11495411, 14759220, 14881354, 17397841, 34718828, 46506309, 47589015, 48035134, 48259244, 48416506, 49835285, 50065313, 50113005, 50113006, 50744269, 85787397, 92309221, 93166955, 99301798, 103590286, 104306102, 117576967, 121264493, 124893433, 126683866, 127334979, 127334980, 127334981, 127334982, 127334983, 127334984, 127334985
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| ChEBI ID |
CHEBI:8713
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| ADReCS Drug ID | BADD_D01890 ; BADD_D01891 | |||
| SuperDrug ATC ID |
C09AA06
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| SuperDrug CAS ID |
cas=085441618
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| Interaction between the Drug and Microbe | Top | |||
|---|---|---|---|---|
| The Metabolism of Drug Affected by Studied Microbe(s) | ||||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Bacteroidales | ||||
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Studied Microbe: Bacteroides caccae ATCC 43185
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides caccae ATCC 43185 (log2FC = -0.435; p = 0.031). | |||
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Studied Microbe: Bacteroides cellulosilyticus DSM 14838
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides cellulosilyticus DSM 14838 (log2FC = -0.639; p = 0.038). | |||
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Studied Microbe: Bacteroides coprophilus DSM 18228
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides coprophilus DSM 18228 (log2FC = -0.366; p = 0.03). | |||
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Studied Microbe: Bacteroides dorei DSM 17855
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides dorei DSM 17855 (log2FC = -1.061; p = 0.002). | |||
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Studied Microbe: Bacteroides eggerthii DSM20697
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides eggerthii DSM20697 (log2FC = -0.608; p = 0.007). | |||
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Studied Microbe: Bacteroides fragilis ATCC43859
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides fragilis ATCC43859 (log2FC = -0.948; p = 0.034). | |||
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Studied Microbe: Bacteroides fragilis HMW 615
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides fragilis HMW 615 (log2FC = -0.753; p = 0.012). | |||
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Studied Microbe: Bacteroides fragilis NCTC 9343
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides fragilis NCTC 9343 (log2FC = -0.559; p = 0.006). | |||
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Studied Microbe: Bacteroides fragilis str. 3397 T10
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides fragilis str. 3397 T10 (log2FC = -0.746; p = 0.018). | |||
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Studied Microbe: Bacteroides fragilis str. 3986 T(B)9
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides fragilis str. 3986 T(B)9 (log2FC = -0.817; p = 0.029). | |||
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Studied Microbe: Bacteroides fragilis str. DS-208
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides fragilis str. DS-208 (log2FC = -0.859; p = 0.009). | |||
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Studied Microbe: Bacteroides intestinalis DSM 17393
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides intestinalis DSM 17393 (log2FC = -0.487; p = 0.002). | |||
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Studied Microbe: Bacteroides stercoris ATCC 43183
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides stercoris ATCC 43183 (log2FC = -0.698; p = 0.008). | |||
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Studied Microbe: Bacteroides thetaiotaomicron 3731
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides thetaiotaomicron 3731 (log2FC = -0.514; p = 0.02). | |||
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Studied Microbe: Bacteroides thetaiotaomicron 7330
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides thetaiotaomicron 7330 (log2FC = -0.642; p = 0.001). | |||
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Studied Microbe: Bacteroides thetaiotaomicron VPI-5482
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides thetaiotaomicron VPI-5482 (log2FC = -0.669; p = 0.007). | |||
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Studied Microbe: Bacteroides uniformis ATCC 8492
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides uniformis ATCC 8492 (log2FC = -1.062; p = 0.004). | |||
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Studied Microbe: Bacteroides vulgatus ATCC 8482
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides vulgatus ATCC 8482 (log2FC = -0.924; p = 0.008). | |||
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Studied Microbe: Bacteroides xylanisolvens DSM18836
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides xylanisolvens DSM18836 (log2FC = -0.8; p = 0.003). | |||
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Studied Microbe: Odoribacter splanchnicus
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Odoribacter splanchnicus (log2FC = -0.588; p = 0.013). | |||
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Studied Microbe: Parabacteroides distasonis ATCC 8503
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Parabacteroides distasonis ATCC 8503 (log2FC = -0.841; p = 0.008). | |||
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Studied Microbe: Pretovella copri DSM 18205
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Pretovella copri DSM 18205 (log2FC = -0.717; p = 0.007). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Bifidobacteriales | ||||
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Studied Microbe: Bifidobacterium breve DSM 20213
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bifidobacterium breve DSM 20213 (log2FC = -0.384; p = 0.006). | |||
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Studied Microbe: Bifidobacterium ruminantium
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bifidobacterium ruminantium (log2FC = -0.442; p = 0.002). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Enterobacterales | ||||
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Studied Microbe: Salmonella typhimurium LT2
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Salmonella typhimurium LT2 (log2FC = -0.391; p = 0.034). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Erysipelotrichales | ||||
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Studied Microbe: Eubacterium biforme DSM 3989
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Eubacterium biforme DSM 3989 (log2FC = -0.573; p = 0.01). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Eubacteriales | ||||
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Studied Microbe: Bacteroides pectinophilus ATCC 43243
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bacteroides pectinophilus ATCC 43243 (log2FC = -0.447; p = 0.026). | |||
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Studied Microbe: Blautia hansenii DSM20583
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Blautia hansenii DSM20583 (log2FC = -0.541; p = 0.005). | |||
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Studied Microbe: Bryantia formatexigens DSM 14469
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Bryantia formatexigens DSM 14469 (log2FC = -0.348; p = 0.035). | |||
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Studied Microbe: Clostridium sp.
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Clostridium sp. (log2FC = -0.576; p = 0.002). | |||
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Studied Microbe: Subdoligranulum variabile DSM 15176
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Quinapril can be metabolized by Subdoligranulum variabile DSM 15176 (log2FC = -0.479; p = 0.032). | |||
| Target and Pathway | Top | |||
|---|---|---|---|---|
| Target(s) | Angiotensin-converting enzyme (ACE) | Target Info | Inhibitor | [4] |
| KEGG Pathway | Renin-angiotensin system | |||
| Chagas disease (American trypanosomiasis) | ||||
| Hypertrophic cardiomyopathy (HCM) | ||||
| Pathwhiz Pathway | Angiotensin Metabolism | |||
| Reactome | Metabolism of Angiotensinogen to Angiotensins | |||
| WikiPathways | ACE Inhibitor Pathway | |||
| Metabolism of Angiotensinogen to Angiotensins | ||||
| References | Top | |||
|---|---|---|---|---|
| REF 1 | URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 6350). | |||
| REF 2 | Natural products as sources of new drugs over the last 25 years. J Nat Prod. 2007 Mar;70(3):461-77. | |||
| REF 3 | Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467. | |||
| REF 4 | An experimental model of encapsulating peritoneal sclerosis. Perit Dial Int. 2009 Feb;29 Suppl 2:S49-50. | |||
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