IMPPAT Phytochemical information: 
Crystamidine
Crystamidine
Summary

SMILES: CO[C@H]1C=CC2=CC(=O)N3[C@]2(C1)c1cc2OCOc2cc1C=C3
InChI: InChI=1S/C18H15NO4/c1-21-13-3-2-12-7-17(20)19-5-4-11-6-15-16(23-10-22-15)8-14(11)18(12,19)9-13/h2-8,13H,9-10H2,1H3/t13-,18-/m0/s1
InChIKey: NZMLLYZLUYBOGO-UGSOOPFHSA-N
DeepSMILES: CO[C@H]C=CC=CC=O)N[C@]5C9)cccOCOc5cc9C=C%13
Scaffold Graph/Node/Bond level: O=C1C=C2C=CCCC23c2cc4c(cc2C=CN13)OCO4
Scaffold Graph/Node level: OC1CC2CCCCC23C2CC4OCOC4CC2CCN13
Scaffold Graph level: CC1CC2CCCCC23C1CCC1CC2CCCC2CC13
Functional groups: COC; cC=CN1CC(=CC1=O)C=CC; c1cOCO1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Erythrina alkaloids
ClassyFire Subclass: Erythrinanes
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
(+)-crystamidine, Crystamidine, crystamidine
External chemical identifiers:
CID:CID_101922024; ZINC:ZINC000013411665; FDASRS:NC303MS62R
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Crystamidine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 309.32
Log P RDKit 2.34
Topological polar surface area (Å2) RDKit 48
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 18
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.11
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 13
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.28
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
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
Crystamidine
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 0.79874
Crystamidine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.16
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No