IMPPAT Phytochemical information: 
Pakistanamine
Pakistanamine
Summary

SMILES: COc1cc2c(cc1OC)CCN(C2Cc1ccc(cc1)OC1=CC2(C=CC1=O)CC1c3c2c(OC)c(OC)cc3CCN1C)C
InChI: InChI=1S/C38H42N2O6/c1-39-15-12-24-18-31(42-3)32(43-4)20-27(24)28(39)17-23-7-9-26(10-8-23)46-34-22-38(14-11-30(34)41)21-29-35-25(13-16-40(29)2)19-33(44-5)37(45-6)36(35)38/h7-11,14,18-20,22,28-29H,12-13,15-17,21H2,1-6H3
InChIKey: IAFYZOROUCWFHK-UHFFFAOYSA-N
DeepSMILES: COcccccc6OC))))CCNC6Ccccccc6))OC=CCC=CC6=O))))CCcc5cOC))cOC))cc6CCN%10C))))))))))))))))))))))C
Scaffold Graph/Node/Bond level: O=C1C=CC2(C=C1Oc1ccc(CC3NCCc4ccccc43)cc1)CC1NCCc3cccc2c31
Scaffold Graph/Node level: OC1CCC2(CC3NCCC4CCCC2C43)CC1OC1CCC(CC2NCCC3CCCCC32)CC1
Scaffold Graph level: CC1CCC2(CC1CC1CCC(CC3CCCC4CCCCC43)CC1)CC1CCCC3CCCC2C31
Functional groups: cOC; CN(C)C; cOC1=CCC=CC1=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Proaporphines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Isoquinoline alkaloids
Synonymous chemical names:
Pakistanamine, pakistanamine
External chemical identifiers:
CID:CID_193238
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Pakistanamine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 622.76
Log P RDKit 5.77
Topological polar surface area (Å2) RDKit 69.7
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 38
Number of heavy atoms RDKit 46
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.08
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 23
Number of sp3 hybridized carbon atoms RDKit 15
Shape complexity RDKit 0.39
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 3
Total number of rings RDKit 7
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 7
Pakistanamine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 4
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 0.31411
Pakistanamine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly 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 -5.78
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 No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes