IMPPAT Phytochemical information: 
2-Chlorodiazepam

2-Chlorodiazepam
Summary

SMILES: Clc1ccc2c(c1)C(=NCC(=O)N2C)c1ccccc1Cl
InChI: InChI=1S/C16H12Cl2N2O/c1-20-14-7-6-10(17)8-12(14)16(19-9-15(20)21)11-4-2-3-5-13(11)18/h2-8H,9H2,1H3
InChIKey: VPAYQWRBBOGGPY-UHFFFAOYSA-N
DeepSMILES: Clcccccc6)C=NCC=O)N7C)))))cccccc6Cl
Scaffold Graph/Node/Bond level: O=C1CN=C(c2ccccc2)c2ccccc2N1
Scaffold Graph/Node level: OC1CNC(C2CCCCC2)C2CCCCC2N1
Scaffold Graph level: CC1CCC(C2CCCCC2)C2CCCCC2C1
Functional groups: cCl; cC(c)=NC; cN(C)C(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzodiazepines
ClassyFire Subclass: 1,4-benzodiazepines
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
2'-chloro-diazepam
External chemical identifiers:
CID:CID_76168; ChEMBL:CHEMBL268248; ZINC:ZINC000001022020; FDASRS:070818R7PB; SureChEMBL:SCHEMBL7486030; MolPort-019-736-689
Chemical structure download


2-Chlorodiazepam
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 319.19
Log P RDKit 3.81
Topological polar surface area (Å2) RDKit 32.67
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 21
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.12
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


2-Chlorodiazepam
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.79


2-Chlorodiazepam
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.03
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No