IMPPAT Phytochemical information: 
Pseudomorphine

Pseudomorphine
Summary

SMILES: CN1CCC23C4C1Cc1c3c(OC2C(C=C4)O)c(c(c1)c1cc2CC3N(C)CCC45c2c(c1O)OC4C(O)C=CC35)O
InChI: InChI=1S/C34H36N2O6/c1-35-9-7-33-19-3-5-23(37)31(33)41-29-25(33)15(13-21(19)35)11-17(27(29)39)18-12-16-14-22-20-4-6-24(38)32-34(20,8-10-36(22)2)26(16)30(42-32)28(18)40/h3-6,11-12,19-24,31-32,37-40H,7-10,13-14H2,1-2H3
InChIKey: FOJYFDFNGPRXDR-UHFFFAOYSA-N
DeepSMILES: CNCCCCC6Ccc6cOC9CC=C%11))O))))ccc6)cccCCNC)CCCc8cc%12O))OC5CO)C=CC%139))))))))))))))))))O
Scaffold Graph/Node/Bond level: C1=CC2C3Cc4cc(-c5cc6c7c(c5)OC5CC=CC8C(C6)NCCC758)cc5c4C2(CCN3)C(C1)O5
Scaffold Graph/Node level: C1CC2OC3CC(C4CC5CC6NCCC78C(CCCC67)OC(C4)C58)CC4CC5NCCC2(C5C1)C43
Scaffold Graph level: C1CC2CC3CC(C4CC5CC6CCCC78C(CCCC67)CC(C4)C58)CC4CC5CCCC2(C5C1)C43
Functional groups: CN(C)C; cO; cOC; CO; CC=CC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Morphinans
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Morphinan alkaloids
Synonymous chemical names:
oxydimorphine
External chemical identifiers:
CID:CID_234570; ChEBI:CHEBI:169477
Chemical structure download


Pseudomorphine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 568.67
Log P RDKit 2.38
Topological polar surface area (Å2) RDKit 105.86
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 34
Number of heavy atoms RDKit 42
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.29
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 16
Number of sp3 hybridized carbon atoms RDKit 18
Shape complexity RDKit 0.53
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 8
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 10
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 10


Pseudomorphine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.39


Pseudomorphine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.79
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 Yes