IMPPAT Phytochemical information: 
Cassyformine

Cassyformine
Summary

SMILES: COc1ccc2c(-c3c4[C@H](C2)NCCc4c(c2c3OCO2)OC)c1O
InChI: InChI=1S/C19H19NO5/c1-22-12-4-3-9-7-11-14-10(5-6-20-11)17(23-2)19-18(24-8-25-19)15(14)13(9)16(12)21/h3-4,11,20-21H,5-8H2,1-2H3/t11-/m0/s1
InChIKey: AOWHCDIZMVOHIS-NSHDSACASA-N
DeepSMILES: COccccc-cc[C@H]C6)NCCc6ccc%10OCO5)))))OC))))))))))c6O
Scaffold Graph/Node/Bond level: c1ccc2c(c1)CC1NCCc3cc4c(c-2c31)OCO4
Scaffold Graph/Node level: C1CCC2C(C1)CC1NCCC3CC4OCOC4C2C31
Scaffold Graph level: C1CCC2C(C1)CC1CCCC3CC4CCCC4C2C13
Functional groups: cOC; CNC; c1cOCO1; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Aporphines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Aporphine alkaloids|Isoquinoline alkaloids
Synonymous chemical names:
cassyformine
External chemical identifiers:
CID:CID_10831084; ZINC:ZINC000015273861
Chemical structure download


Cassyformine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 341.36
Log P RDKit 2.55
Topological polar surface area (Å2) RDKit 69.18
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.05
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.37
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 5
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 5


Cassyformine
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 0.874892


Cassyformine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.66
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes