Details of the Drug

General Information of Drug (ID: DMZ6YPV)

Drug Name
cyamemazine
Synonyms cyamepromazine; RP-7204
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
ATC Code
N05AA06: cyamemazine
N05AA: Phenothiazines with aliphatic side-chain
N05A: ANTIPSYCHOTICS
N05: PSYCHOLEPTICS
N: NERVOUS SYSTEM
Drug Type
Small molecular drug
Structure
3D MOL is unavailable 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 323.5
Logarithm of the Partition Coefficient (xlogp) 4.4
Rotatable Bond Count (rotbonds) 4
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 4
Chemical Identifiers
Formula
C19H21N3S
IUPAC Name
10-[3-(dimethylamino)-2-methylpropyl]phenothiazine-2-carbonitrile
Canonical SMILES
CC(CN1C2=CC=CC=C2SC3=C1C=C(C=C3)C#N)CN(C)C
InChI
InChI=1S/C19H21N3S/c1-14(12-21(2)3)13-22-16-6-4-5-7-18(16)23-19-9-8-15(11-20)10-17(19)22/h4-10,14H,12-13H2,1-3H3
InChIKey
SLFGIOIONGJGRT-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
62865
ChEBI ID
CHEBI:135379
CAS Number
3546-03-0
UNII
A2JGV5CNU4
DrugBank ID
DB09000
TTD ID
D0G7NW
INTEDE ID
DR0388

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
5-HT 1A receptor (HTR1A) TTSQIFT 5HT1A_HUMAN Antagonist [2]
5-HT 2A receptor (HTR2A) TTJQOD7 5HT2A_HUMAN Antagonist [2]
5-HT 2C receptor (HTR2C) TTWJBZ5 5HT2C_HUMAN Antagonist [2]
5-HT 7 receptor (HTR7) TTO9X1H 5HT7R_HUMAN Antagonist [2]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4) DE4LYSA CP3A4_HUMAN Substrate [3]
Cytochrome P450 2C9 (CYP2C9) DE5IED8 CP2C9_HUMAN Substrate [3]
Cytochrome P450 1A2 (CYP1A2) DEJGDUW CP1A2_HUMAN Substrate [3]
Cytochrome P450 2C8 (CYP2C8) DES5XRU CP2C8_HUMAN Substrate [3]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Potassium voltage-gated channel subfamily H member 2 (KCNH2) OTZX881H KCNH2_HUMAN Gene/Protein Processing [4]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Discovery agent
ICD Disease Classification N.A.
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
5-HT 1A receptor (HTR1A) DTT HTR1A 2.18E-01 -0.11 -0.51
Cytochrome P450 2C8 (CYP2C8) DME CYP2C8 1.14E-01 7.49E-02 1.11E+00
Cytochrome P450 2C8 (CYP2C8) DME CYP2C8 5.03E-01 -2.08E-03 -9.42E-03
Cytochrome P450 1A2 (CYP1A2) DME CYP1A2 1.78E-01 -1.19E-01 -1.50E+00
Cytochrome P450 1A2 (CYP1A2) DME CYP1A2 4.96E-02 5.36E-01 1.70E+00
Cytochrome P450 2C9 (CYP2C9) DME CYP2C9 9.31E-01 2.00E-02 1.82E-01
Cytochrome P450 2C9 (CYP2C9) DME CYP2C9 2.00E-01 4.21E-02 3.26E-01
Cytochrome P450 3A4 (CYP3A4) DME CYP3A4 3.18E-03 2.30E-01 2.71E+00
Cytochrome P450 3A4 (CYP3A4) DME CYP3A4 8.32E-01 4.74E-02 1.73E-01
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

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: 84).
2 Affinity of cyamemazine, an anxiolytic antipsychotic drug, for human recombinant dopamine vs. serotonin receptor subtypes. Biochem Pharmacol. 2003 Feb 1;65(3):435-40.
3 Characterization of human cytochrome P450 enzymes involved in the metabolism of cyamemazine. Eur J Pharm Sci. 2007 Dec;32(4-5):357-66.
4 Cyamemazine metabolites: effects on human cardiac ion channels in-vitro and on the QTc interval in guinea pigs. J Pharm Pharmacol. 2008 Nov;60(11):1507-13. doi: 10.1211/jpp/60.11.0012.