Details of the Drug

General Information of Drug (ID: DMNKSX3)

Drug Name
Medazepam
Synonyms
Aensius; Ansilan; Azepamide; Benaon; Enobrin; Lerisum; Medaurin; Medazepam [INN:BAN:JAN]; Medazepamum [INN-Latin]; Narsis; Navizil; Nivelton; Nobraksin; Nobral; Nobrium; Nobrium HCl; P0J3387W3S; RB 252; Resmit; Rudotel; Stratium; YLCXGBZIZBEVPZ-UHFFFAOYSA-N; medazepam; 1H-1,4-BENZODIAZEPINE, 7-CHLORO-2,3-DIHYDRO-1-METHYL-5-PHENYL-; 7-Chloro-2,3-dihydro-1-methyl-5-phenyl-1H-1,4-benzodiazepine; BRN 0407983; CHEMBL28333; DEA No. 2836; EINECS 220-783-4; NCGC00164523-01; UNII-P0J3387W3S
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 270.75
Logarithm of the Partition Coefficient (xlogp) 4.4
Rotatable Bond Count (rotbonds) 1
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 2
Chemical Identifiers
Formula
C16H15ClN2
IUPAC Name
7-chloro-1-methyl-5-phenyl-2,3-dihydro-1,4-benzodiazepine
Canonical SMILES
CN1CCN=C(C2=C1C=CC(=C2)Cl)C3=CC=CC=C3
InChI
YLCXGBZIZBEVPZ-UHFFFAOYSA-N
InChIKey
1S/C16H15ClN2/c1-19-10-9-18-16(12-5-3-2-4-6-12)14-11-13(17)7-8-15(14)19/h2-8,11H,9-10H2,1H3
Cross-matching ID
PubChem CID
4041
ChEBI ID
CHEBI:31807
CAS Number
2898-12-6
DrugBank ID
DB13437
INTEDE ID
DR1007

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4) DE4LYSA CP3A4_HUMAN Substrate [1]
Mephenytoin 4-hydroxylase (CYP2C19) DEGTFWK CP2CJ_HUMAN Substrate [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Aldo-keto reductase family 1 member C1 (AKR1C1) OTQKR4CM AK1C1_HUMAN Gene/Protein Processing [2]
Aldo-keto reductase family 1 member C2 (AKR1C2) OTQ2XMO3 AK1C2_HUMAN Gene/Protein Processing [2]
Aldo-keto reductase family 1 member C3 (AKR1C3) OTU2SXBA AK1C3_HUMAN Gene/Protein Processing [2]
Aldo-keto reductase family 1 member C4 (AKR1C4) OTW2MMOF AK1C4_HUMAN Gene/Protein Processing [3]
Cytochrome P450 3A4 (CYP3A4) OTQGYY83 CP3A4_HUMAN Gene/Protein Processing [4]
Nuclear receptor subfamily 1 group I member 2 (NR1I2) OTC5U0N5 NR1I2_HUMAN Gene/Protein Processing [4]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Midazolam and other benzodiazepines. Handb Exp Pharmacol. 2008;(182):335-60.
2 Substrate specificity of human 3(20)alpha-hydroxysteroid dehydrogenase for neurosteroids and its inhibition by benzodiazepines. Biol Pharm Bull. 2002 Apr;25(4):441-5.
3 Selective and potent inhibitors of human 20alpha-hydroxysteroid dehydrogenase (AKR1C1) that metabolizes neurosteroids derived from progesterone. Chem Biol Interact. 2003 Feb 1;143-144:503-13.
4 Benzodiazepines medazepam and midazolam are activators of pregnane X receptor and weak inducers of CYP3A4: investigation in primary cultures of human hepatocytes and hepatocarcinoma cell lines. Toxicol Lett. 2010 Mar 15;193(2):183-8.