IMPPAT Phytochemical information: 
Lahorine

Lahorine
Summary

SMILES: C[n+]1ccc2c(c3-c1c1c(c3)ccc3c1OCO3)cc1c(c2)OCO1
InChI: InChI=1S/C20H14NO4/c1-21-5-4-11-7-16-17(24-9-23-16)8-13(11)14-6-12-2-3-15-20(25-10-22-15)18(12)19(14)21/h2-8H,9-10H2,1H3/q+1
InChIKey: UYUSJSLJASWNQK-UHFFFAOYSA-N
DeepSMILES: C[n+]ccccc-c7ccc5)cccc6OCO5)))))))))))cccc6)OCO5
Scaffold Graph/Node/Bond level: c1cc2cc3c(cc2c2cc4ccc5c(c4c-2[nH+]1)OCO5)OCO3
Scaffold Graph/Node level: C1CC2CC3OCOC3CC2C2CC3CCC4OCOC4C3C2N1
Scaffold Graph level: C1CC2CC3CCCC4C(CC5CCC6CCCC6C54)C3CC2C1
Functional groups: c[n+](C)c; c1cOCO1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzazepines
Synonymous chemical names:
lahorine, Lahorine, lahoramine
External chemical identifiers:
CID:CID_102267534; ZINC:ZINC000085994966
Chemical structure download


Lahorine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 332.34
Log P RDKit 3.38
Topological polar surface area (Å2) RDKit 40.8
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 1
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 17
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.15
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 6
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 6


Lahorine
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 0.46


Lahorine
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 -5.39
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes