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

General Information of Drug (ID: DR1377)
Drug Name
CBL-0102
Synonyms
Acrinamine; Acriquine; Akrichin; Antimalarina; Atebrine; Haffkinine; Italchin; Italchine; Malaricida; Mecryl; Mepacrina [INN-Spanish]; Mepacrine [INN:BAN]; Mepacrinum; Mepacrinum [INN-Latin]; Methoquine; Metochin; Palacrin; Palusan; Pentilen; Quinacrine hydrochloride; Quinacrine, Mepacrine; Quinactine; St 439; acrichine; atabrine; atebrin; mepacrine; quinacrine; 2-Methoxy-6-chloro-9-diethylaminopentylaminoacridine; 3-Chloro-7-methoxy-9-(1-methyl-4-diethylaminobutylamino)acridine; 83-89-6; Erion; HSDB 3253
Indication Creutzfeldt-Jakob disease [ICD11: 8E02] Phase 2 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 400 Topological Polar Surface Area 37.4
Heavy Atom Count 28 Rotatable Bond Count 9
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
237
PubChem SID
9546 ; 598066 ; 3138736 ; 5198883 ; 8150522 ; 10589337 ; 11335276 ; 11360515 ; 11363823 ; 11364917 ; 11366385 ; 11367479 ; 11368947 ; 11370041 ; 11371712 ; 11373080 ; 11374150 ; 11375641 ; 11377109 ; 11378211 ; 11405321 ; 11461487 ; 11466346 ; 11467466 ; 11484412 ; 11486271 ; 11488704 ; 11490422 ; 11492311 ; 11494743 ; 11533330 ; 14781277 ; 24262994 ; 24438614 ; 25820836 ; 46507828 ; 47365028 ; 47440097 ; 47736309 ; 48034955 ; 48034956 ; 48110303 ; 48110304 ; 48184845 ; 48334330 ; 48415587 ; 49698889 ; 49864262 ; 50111199 ; 53790823
ChEBI ID
CHEBI:8711
CAS Number
83-89-6
TTD Drug ID
D0O2DQ
Formula
C23H30ClN3O
Canonical SMILES
CCN(CC)CCCC(C)NC1=C2C=C(C=CC2=NC3=C1C=CC(=C3)Cl)OC
InChI
1S/C23H30ClN3O/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-17(24)14-22(19)26-21-12-10-18(28-4)15-20(21)23/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26)
InChIKey
GPKJTRJOBQGKQK-UHFFFAOYSA-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
CBL-0102 M1 DM006810 N. A. Unclear 1 [2]
CBL-0102 M2 DM006806
45039956
Oxidation - O-demethylation 1 [2]
CBL-0102 M2 DM006806
45039956
Oxidation - N-desethylation 1 [2]
CBL-0102 M6 DM006811
19080
Unclear 1 [2]
Unclear DM009999 N. A. Oxidation - N-desethylation 1 [3]
CBL-0102 M3 DM006807
20650225
Oxidation - N-desethylation 2 [2]
CBL-0102 M4 DM006809 N. A. Unclear 2 [2]
CBL-0102 M4 DM006809 N. A. Oxidation - O-demethylation 2 [2]
CBL-0102 M5 DM006808 N. A. Oxidation - Oxidationn 3 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007386 CBL-0102 CBL-0102 M2 Oxidation - N-desethylation CYP3A4 ... [2]
MR007390 CBL-0102 CBL-0102 M1 Unclear Unclear [2]
MR007392 CBL-0102 CBL-0102 M6 Unclear Unclear [2]
MR007393 CBL-0102 Unclear Oxidation - N-desethylation CYP2D6 [3]
MR007391 CBL-0102 M1 CBL-0102 M4 Unclear Unclear [2]
MR007387 CBL-0102 M2 CBL-0102 M3 Oxidation - N-desethylation Unclear [2]
MR007389 CBL-0102 M2 CBL-0102 M4 Oxidation - O-demethylation Unclear [2]
MR007388 CBL-0102 M3 CBL-0102 M5 Oxidation - Oxidationn Unclear [2]
⏷ 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 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[2]
References
1 ClinicalTrials.gov (NCT00183092) CJD (Creutzfeldt-Jakob Disease) Quinacrine Study.
2 Quinacrine is mainly metabolized to mono-desethyl quinacrine by CYP3A4/5 and its brain accumulation is limited by P-glycoprotein. Drug Metab Dispos. 2006 Jul;34(7):1136-44.
3 The bacterial P450 BM3: a prototype for a biocatalyst with human P450 activities. Trends Biotechnol. 2007 Jul;25(7):289-98.

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