Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1849)
Drug Name
CP-122721
Synonyms
CP-122721; R7OYP6N58F; SCHEMBL156646; Tox21_300205; ZINC22441997; (2S,3S)-N-(2-methoxy-5-(trifluoromethoxy)benzyl)-2-phenylpiperidin-3-amine; BDBM50067935; CAS-145742-28-5; CHEMBL1917847; CHEMBL319118; DB05421; DSSTox_CID_27251; DSSTox_GSID_47251; DSSTox_RID_82210; DTXSID9047251; NCGC00247927-01; NCGC00254228-01; UNII-R7OYP6N58F
Indication Depression [ICD11: 6A71] Phase 2 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 380.4 Topological Polar Surface Area 42.5
Heavy Atom Count 27 Rotatable Bond Count 6
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
9821217
PubChem SID
14780102 ; 14902445 ; 24124685 ; 44857177 ; 78634444 ; 103309381 ; 103962360 ; 124954232 ; 129909114 ; 137034189 ; 140143344 ; 144210525 ; 198985924 ; 226520674 ; 241036480
CAS Number
145742-28-5
TTD Drug ID
D0T0PN
Formula
C20H23F3N2O2
Canonical SMILES
COC1=C(C=C(C=C1)OC(F)(F)F)CNC2CCCNC2C3=CC=CC=C3
InChI
1S/C20H23F3N2O2/c1-26-18-10-9-16(27-20(21,22)23)12-15(18)13-25-17-8-5-11-24-19(17)14-6-3-2-4-7-14/h2-4,6-7,9-10,12,17,19,24-25H,5,8,11,13H2,1H3/t17-,19-/m0/s1
InChIKey
ZIWFCOIGUNPHPM-HKUYNNGSSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
CP-125611 DM006832
44327794
Oxidation - O-demethylation 1 [2] , [3]
CP-677623 DM006838
23192118
Unclear 1 [2] , [3]
CP-919230 DM006836
11694142
Oxidation - O-demethylation 2 [2] , [3]
CP-919230 DM006836
11694142
Oxidation - N-dealkylation 2 [2] , [3]
Quinone DM006833 N. A. Unclear 2 [2] , [3]
CE-122738 DM006834
131862367
Unclear 3 [2] , [3]
CP-868352 DM006837
2775103
Oxidation - Oxidationn 3 [2] , [3]
CE-122738 Glucuronide DM006835 N. A. Conjugation - Glucuronidation 4 [2] , [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007417 CP-122721 CP-125611 Oxidation - O-demethylation CYP2D6 [2], [3]
MR007423 CP-122721 CP-677623 Unclear CYP3A [2], [3]
MR007418 CP-125611 Quinone Unclear CYP1A2 ... [2], [3]
MR007421 CP-125611 CP-919230 Oxidation - N-dealkylation CYP3A [2], [3]
MR007424 CP-677623 CP-919230 Oxidation - O-demethylation CYP1A2 [2], [3]
MR007422 CP-919230 CP-868352 Oxidation - Oxidationn MAOB [2], [3]
MR007419 Quinone CE-122738 Unclear Unclear [2], [3]
MR007420 CE-122738 CE-122738 Glucuronide Conjugation - Glucuronidation Unclear [2], [3]
⏷ Show the Full List of 8 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A (CYP3A) DMEN065 . Not Available Not Available [2] , [3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Monoamine oxidase type B (MAO-B) DME0045 Homo sapiens
AOFB_HUMAN
1.4.3.4
[2] , [3]
References
1 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800007429)
2 In vitro metabolism of CP-122,721 ((2S,3S)-2-phenyl-3-[(5-trifluoromethoxy-2-methoxy)benzylamino]piperidine), a non-peptide antagonist of the substance P receptor. Drug Metab Pharmacokinet. 2007 Oct;22(5):336-49.
3 Metabolism, pharmacokinetics, and excretion of the substance P receptor antagonist CP-122,721 in humans: structural characterization of the novel major circulating metabolite 5-trifluoromethoxy salicylic acid by high-performance liquid chromatography-tandem mass spectrometry and NMR spectroscopy

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