IMPPAT Phytochemical information: 
Srilankine

Srilankine
Summary

SMILES: COc1cc2-c3c(OC)c(O)cc4c3[C@H](Cc2cc1OC)N(C)C[C@@H]4O
InChI: InChI=1S/C20H23NO5/c1-21-9-15(23)12-7-14(22)20(26-4)19-11-8-17(25-3)16(24-2)6-10(11)5-13(21)18(12)19/h6-8,13,15,22-23H,5,9H2,1-4H3/t13-,15-/m0/s1
InChIKey: JOCWWTNEHQHRAA-ZFWWWQNUSA-N
DeepSMILES: COccc-ccOC))cO)ccc6[C@H]Cc%10cc%14OC))))))NC)C[C@@H]6O
Scaffold Graph/Node/Bond level: c1ccc2c(c1)CC1NCCc3cccc-2c31
Scaffold Graph/Node level: C1CCC2C(C1)CC1NCCC3CCCC2C31
Scaffold Graph level: C1CCC2C(C1)CC1CCCC3CCCC2C31
Functional groups: cOC; cO; CN(C)C; 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:
Srilankine
Chemical structure download


Srilankine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 357.41
Log P RDKit 2.66
Topological polar surface area (Å2) RDKit 71.39
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.1
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.4
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
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 4


Srilankine
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 0.88004


Srilankine
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 -7.11
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes