IMPPAT Phytochemical information: 
Nigellidine
Nigellidine
View 3D structure using JSmol
Summary

SMILES: O=C1C=C/C(=C2/N3CCCCN3c3c2c(O)cc(c3)C)/C=C1
InChI: InChI=1S/C18H18N2O2/c1-12-10-15-17(16(22)11-12)18(13-4-6-14(21)7-5-13)20-9-3-2-8-19(15)20/h4-7,10-11,22H,2-3,8-9H2,1H3
InChIKey: ZINUOPVDMQHHAW-UHFFFAOYSA-N
DeepSMILES: O=CC=C/C=C/NCCCCN6cc/9cO)ccc6)C)))))))))))))/C=C6
Scaffold Graph/Node/Bond level: O=C1C=CC(=C2c3ccccc3N3CCCCN23)C=C1
Scaffold Graph/Node level: OC1CCC(C2C3CCCCC3N3CCCCN23)CC1
Scaffold Graph level: CC1CCC(C2C3CCCCC3C3CCCCC32)CC1
Functional groups: CN1ccC(=C2C=CC(=O)C=C2)N1C; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrazoles
ClassyFire Subclass: Indazoles
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
nigellidine, nigellidine-indazole
External chemical identifiers:
CID:101253695
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Nigellidine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 0
Log P RDKit 0
Topological polar surface area (Å2) RDKit
Number of hydrogen bond acceptors RDKit
Number of hydrogen bond donors RDKit
Number of carbon atoms RDKit
Number of heavy atoms RDKit
Number of heteroatoms RDKit
Number of nitrogen atoms RDKit
Number of sulfur atoms RDKit
Number of chiral carbon atoms RDKit
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit
Number of sp2 hybridized carbon atoms RDKit
Number of sp3 hybridized carbon atoms RDKit
Shape complexity RDKit
Number of rotatable bonds RDKit
Number of aliphatic carbocycles RDKit
Number of aliphatic heterocycles RDKit
Number of aliphatic rings RDKit
Number of aromatic carbocycles RDKit
Number of aromatic heterocycles RDKit
Number of aromatic rings RDKit
Total number of rings RDKit
Number of saturated carbocycles RDKit
Number of saturated heterocycles RDKit
Number of saturated rings RDKit
Number of Smallest Set of Smallest Rings (SSSR) RDKit
Nigellidine
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 0.7988
Nigellidine
Chemical descriptors