IMPPAT Phytochemical information: 
Picrasidine C

Picrasidine C
Summary

SMILES: COC(C(=O)c1nccc2c1[nH]c1c2cccc1)CCc1ncc(c2c1[nH]c1c2cccc1OC)OC
InChI: InChI=1S/C29H26N4O4/c1-35-21-10-6-8-18-24-23(37-3)15-31-20(27(24)33-25(18)21)11-12-22(36-2)29(34)28-26-17(13-14-30-28)16-7-4-5-9-19(16)32-26/h4-10,13-15,22,32-33H,11-12H2,1-3H3
InChIKey: FNSOWPJAPJEOEO-UHFFFAOYSA-N
DeepSMILES: COCC=O)cncccc6[nH]cc5cccc6))))))))))))))CCcncccc6[nH]cc5cccc6OC)))))))))))OC
Scaffold Graph/Node/Bond level: O=C(CCCc1nccc2c1[nH]c1ccccc12)c1nccc2c1[nH]c1ccccc12
Scaffold Graph/Node level: OC(CCCC1NCCC2C3CCCCC3NC12)C1NCCC2C3CCCCC3NC21
Scaffold Graph level: CC(CCCC1CCCC2C3CCCCC3CC12)C1CCCC2C3CCCCC3CC12
Functional groups: COC; cOC; cC(C)=O; cnc; c[nH]c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Harmala alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Carboline alkaloids
Synonymous chemical names:
picrasidine c
External chemical identifiers:
CID:CID_5315685; ChEMBL:CHEMBL1086620; SureChEMBL:SCHEMBL10931282
Chemical structure download


Picrasidine C
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 494.55
Log P RDKit 5.59
Topological polar surface area (Å2) RDKit 102.12
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 37
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 4
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.03
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 23
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.21
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 4
Number of aromatic rings RDKit 6
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


Picrasidine C
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.267409


Picrasidine C
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Insoluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.81
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes