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

General Information of Drug (ID: DR1263)
Drug Name
M-813
Synonyms
Lullan; Perospirone; Perospirone [INN]; (3aR,7aS)-2-[4-[4-(1,2-benzothiazol-3-yl)-1-piperazinyl]butyl]-3a,4,5,6,7,7a-hexahydroisoindole-1,3-dione; (3aR,7aS)-2-[4-[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]butyl]-3a,4,5,6,7,7a-hexahydroisoindole-1,3-dione; 129273-38-7; 150915-41-6; 1H-Isoindole-1,3(2H)-dione,2-[4-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]butyl]hexahydro-,(3aR,7aS)-rel-; C23H30N4O2S; N303OK87DT; UNII-N303OK87DT; cis-N-(4-(4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl)butyl)-1,2-cyclohexanedicarboximide
Indication Schizophrenia [ICD11: 6A20] Phase 1 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 426.6 Topological Polar Surface Area 85
Heavy Atom Count 30 Rotatable Bond Count 6
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
115368
PubChem SID
10236756 ; 14880639 ; 14880640 ; 26757988 ; 29296855 ; 57339138 ; 78381043 ; 104398210 ; 131275787 ; 131299841 ; 135107371 ; 139230895 ; 162181143 ; 175612202 ; 179149778 ; 184664953 ; 188932357 ; 198937425 ; 206246150 ; 223365892 ; 223573613 ; 226492169 ; 252355842 ; 252355843 ; 252432375 ; 252818162
ChEBI ID
CHEBI:94777
CAS Number
150915-41-6
TTD Drug ID
D0F6GV
Formula
C23H30N4O2S
Canonical SMILES
C1CCC2C(C1)C(=O)N(C2=O)CCCCN3CCN(CC3)C4=NSC5=CC=CC=C54
InChI
1S/C23H30N4O2S/c28-22-17-7-1-2-8-18(17)23(29)27(22)12-6-5-11-25-13-15-26(16-14-25)21-19-9-3-4-10-20(19)30-24-21/h3-4,9-10,17-18H,1-2,5-8,11-16H2/t17-,18+
InChIKey
FBVFZWUMDDXLLG-HDICACEKSA-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
Hydroxyperospirone DM003494
10252810
Oxidation - Hydrolyzationn 1 [2] , [3]
ID-11614 DM003496
2772144
Unclear 1 [3]
ID-11926 DM003503 N. A. Unclear 1 [3]
ID-15010 DM003502 N. A. Unclear 1 [3]
M-813 Metabolite MX1 DM003501 N. A. Unclear 1 [4] , [3]
ID-11614 DM003496
2772144
Unclear 2 [4]
ID15002 DM003497 N. A. Unclear 2 [4]
M-813 Metabolite MX11 DM003495 N. A. Unclear 2 [3] , [4]
M-813 Metabolite MX6 DM003500 N. A. Unclear 2 [3]
M-813 Metabolite MX6 DM003500 N. A. Unclear 2 [4]
ID-11614 DM003496
2772144
Unclear 3 [3]
ID15001 DM003498 N. A. Unclear 3 [4]
ID15002 DM003497 N. A. Unclear 3 [4]
M-813 Metabolite MX9 DM003499 N. A. Unclear 3 [3]
M-813 Metabolite MX9 DM003499 N. A. Unclear 3 [4]
M-813 Metabolite MX9 DM003499 N. A. Unclear 3 [3] , [4]
ID15001 DM003498 N. A. Unclear 4 [4]
ID15002 DM003497 N. A. Unclear 4 [4]
ID15001 DM003498 N. A. Unclear 5 [4]
⏷ Show the Full List of 19  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR013355 M-813 Hydroxyperospirone Oxidation - Hydrolyzationn CYP2C8 ... [2], [3]
MR013363 M-813 M-813 Metabolite MX1 Unclear CYP2D6 ... [4], [3]
MR013365 M-813 ID-11614 Unclear CYP2C8 ... [3]
MR013366 M-813 ID-15010 Unclear CYP2C8 ... [3]
MR013368 M-813 ID-11926 Unclear CYP3A4 [3]
MR013356 Hydroxyperospirone M-813 Metabolite MX11 Unclear CYP1A1 ... [3], [4]
MR013361 Hydroxyperospirone M-813 Metabolite MX6 Unclear CYP3A4 [4]
MR013367 ID-15010 M-813 Metabolite MX6 Unclear CYP1A1 ... [3]
MR013364 M-813 Metabolite MX1 ID-11614 Unclear Unclear [4]
MR013357 M-813 Metabolite MX11 ID-11614 Unclear Unclear [3]
MR013360 M-813 Metabolite MX11 M-813 Metabolite MX9 Unclear CYP3A4 [3], [4]
MR013362 M-813 Metabolite MX6 M-813 Metabolite MX9 Unclear CYP3A4 [4]
MR013358 ID-11614 ID15002 Unclear CYP2D6 [4]
MR013359 ID15002 ID15001 Unclear CYP3A4 [4]
⏷ Show the Full List of 14 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 1A1 (CYP1A1) DME0006 Homo sapiens
CP1A1_HUMAN
1.14.14.1
[2] , [3]
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[2]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2] , [3]
References
1 ClinicalTrials.gov (NCT02640911) An Observational Study on Atypical Antipsychotics Long-term Treatment Patients With Schizophrenia.
2 Steady-state pharmacokinetics of a new antipsychotic agent perospirone and its active metabolite, and its relationship with prolactin response. Ther Drug Monit. 2004 Aug;26(4):361-5.
3 The wide variability of perospirone metabolism and the effect of perospirone on prolactin in psychiatric patients
4 In vitro metabolism of perospirone in rat, monkey and human liver microsomes

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.