IMPPAT Phytochemical information: 
Vasicol

Vasicol
Summary

SMILES: O=C1[C@H](O)CCN1Cc1ccccc1N
InChI: InChI=1S/C11H14N2O2/c12-9-4-2-1-3-8(9)7-13-6-5-10(14)11(13)15/h1-4,10,14H,5-7,12H2/t10-/m1/s1
InChIKey: RMYSBMSWMABVQT-SNVBAGLBSA-N
DeepSMILES: O=C[C@H]O)CCN5Ccccccc6N
Scaffold Graph/Node/Bond level: O=C1CCCN1Cc1ccccc1
Scaffold Graph/Node level: OC1CCCN1CC1CCCCC1
Scaffold Graph level: CC1CCCC1CC1CCCCC1
Functional groups: CN(C)C(=O)C; CO; cN
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
ClassyFire Subclass: Aniline and substituted anilines
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
Vasicol, vasicol
External chemical identifiers:
CID:CID_92470596; ChEMBL:CHEMBL4214172
Chemical structure download


Vasicol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 206.25
Log P RDKit 0.36
Topological polar surface area (Å2) RDKit 66.56
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 11
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.09
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.36
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 2
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2


Vasicol
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.686581


Vasicol
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 -7.52
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