IMPPAT Phytochemical information: 
beta-ERYTHROIDINE

beta-ERYTHROIDINE
Summary

SMILES: CO[C@H]1C=CC2=CCN3[C@]2(C1)C1=C(CC3)COC(=O)C1
InChI: InChI=1S/C16H19NO3/c1-19-13-3-2-12-5-7-17-6-4-11-10-20-15(18)8-14(11)16(12,17)9-13/h2-3,5,13H,4,6-10H2,1H3/t13?,16-/m0/s1
InChIKey: PXWINCSLFXUWBZ-VYIIXAMBSA-N
DeepSMILES: CO[C@H]C=CC=CCN[C@]5C9)C=CCC6))COC=O)C6
Scaffold Graph/Node/Bond level: O=C1CC2=C(CCN3CC=C4C=CCCC423)CO1
Scaffold Graph/Node level: OC1CC2C(CCN3CCC4CCCCC423)CO1
Scaffold Graph level: CC1CCC2CCC3CCC4CCCCC43C2C1
Functional groups: COC; CC=C(C)C=CC; CN(C)C; CC(=C(C)C)C; COC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Simple indole alkaloids
Synonymous chemical names:
beta-erythroidine
External chemical identifiers:
CID:CID_10074; ChEMBL:CHEMBL3318888; ChEBI:CHEBI:27795; ZINC:ZINC000056871237; FDASRS:7334EOU8K5; SureChEMBL:SCHEMBL4216928
Chemical structure download


beta-ERYTHROIDINE
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 273.33
Log P RDKit 1.59
Topological polar surface area (Å2) RDKit 38.77
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.12
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.56
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
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


beta-ERYTHROIDINE
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 0.537046


beta-ERYTHROIDINE
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.09
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 No