IMPPAT Phytochemical information: 
Isoalangimarine
Isoalangimarine
Summary

SMILES: COc1cc2-c3cc4c(C=C)cncc4c(=O)n3CCc2cc1O
InChI: InChI=1S/C19H16N2O3/c1-3-11-9-20-10-15-13(11)7-16-14-8-18(24-2)17(22)6-12(14)4-5-21(16)19(15)23/h3,6-10,22H,1,4-5H2,2H3
InChIKey: SGKHFFAKOLMDJV-UHFFFAOYSA-N
DeepSMILES: COccc-ccccC=C))cncc6c=O)n%10CCc%14cc%18O
Scaffold Graph/Node/Bond level: O=c1c2cnccc2cc2n1CCc1ccccc1-2
Scaffold Graph/Node level: OC1C2CNCCC2CC2C3CCCCC3CCN12
Scaffold Graph level: CC1C2CCCCC2CC2C3CCCCC3CCC12
Functional groups: cOC; cC=C; cnc; c=O; cn(c)C; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Diazanaphthalenes
ClassyFire Subclass: Naphthyridines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Isoquinoline alkaloids|Terpenoid tetrahydroisoquinoline alkaloids
Synonymous chemical names:
isoalangimarine (benzopyrido-quinolizidines), Isoalangimarine (benzopyrido-quinolizidines), isoalangimarine
External chemical identifiers:
CID:CID_136798824; ZINC:ZINC000013309740
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Isoalangimarine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 320.35
Log P RDKit 2.98
Topological polar surface area (Å2) RDKit 64.35
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 16
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.16
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 3
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
Isoalangimarine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.79
Isoalangimarine
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 -6.47
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 No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No