IMPPAT Phytochemical information: 
Rhazimol

Rhazimol
Summary

SMILES: C/C=C/1\CN2CC[C@]34[C@@]([C@H]1C[C@H]2C3=Nc1c4cccc1)(CO)C(=O)O
InChI: InChI=1S/C20H22N2O3/c1-2-12-10-22-8-7-19-13-5-3-4-6-15(13)21-17(19)16(22)9-14(12)20(19,11-23)18(24)25/h2-6,14,16,23H,7-11H2,1H3,(H,24,25)/b12-2+/t14?,16-,19?,20+/m0/s1
InChIKey: FDYLWAVIWXASTK-PHNSURTRSA-N
DeepSMILES: C/C=C\CNCC[C@][C@@][C@H]\8C[C@H]8C6=Ncc9cccc6)))))))))))CO))C=O)O
Scaffold Graph/Node/Bond level: C=C1CN2CCC34CC1CC2C3=Nc1ccccc14
Scaffold Graph/Node level: CC1CN2CCC34CC1CC2C3NC1CCCCC14
Scaffold Graph level: CC1CC2CCC34CC1CC2C3CC1CCCCC14
Functional groups: C/C=C(\C)C; CN(C)C; cN=C(C)C; CO; CC(=O)O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Corynanthean-type alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Corynanthe type
Synonymous chemical names:
Rhazimol, rhazimol
External chemical identifiers:
CID:CID_101986486
Chemical structure download


Rhazimol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 338.41
Log P RDKit 2.13
Topological polar surface area (Å2) RDKit 73.13
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5


Rhazimol
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 0.81


Rhazimol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -9.59
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No