IMPPAT Phytochemical information: 
Igwhgimymcusqi-uhfffaoysa-
Igwhgimymcusqi-uhfffaoysa-
Summary

SMILES: OCC(C(=O)c1ncc(c2c1[nH]c1c2cccc1)OC)Cc1ncc(c2c1[nH]c1c2cccc1)OC
InChI: InChI=1S/C28H24N4O4/c1-35-21-12-29-20(25-23(21)16-7-3-5-9-18(16)31-25)11-15(14-33)28(34)27-26-24(22(36-2)13-30-27)17-8-4-6-10-19(17)32-26/h3-10,12-13,15,31-33H,11,14H2,1-2H3
InChIKey: IGWHGIMYMCUSQI-UHFFFAOYSA-N
DeepSMILES: OCCC=O)cncccc6[nH]cc5cccc6)))))))))OC)))))))Ccncccc6[nH]cc5cccc6)))))))))OC
Scaffold Graph/Node/Bond level: O=C(CCc1nccc2c1[nH]c1ccccc12)c1nccc2c1[nH]c1ccccc12
Scaffold Graph/Node level: OC(CCC1NCCC2C3CCCCC3NC12)C1NCCC2C3CCCCC3NC21
Scaffold Graph level: CC(CCC1CCCC2C3CCCCC3CC12)C1CCCC2C3CCCCC3CC12
Functional groups: CO; 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 h, Picrasidine H
External chemical identifiers:
CID:CID_15341457
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Igwhgimymcusqi-uhfffaoysa-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 480.52
Log P RDKit 4.8
Topological polar surface area (Å2) RDKit 113.12
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 36
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 0.04
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 23
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.18
Number of rotatable bonds RDKit 7
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
Igwhgimymcusqi-uhfffaoysa-
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 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 0.283098
Igwhgimymcusqi-uhfffaoysa-
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.43
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