IMPPAT Phytochemical information: 
(3Z)-3-diazo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
(3Z)-3-diazo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
Summary

SMILES: [N-]=[N+]=C1C(=O)C2(C(C1CC2)(C)C)C
InChI: InChI=1S/C10H14N2O/c1-9(2)6-4-5-10(9,3)8(13)7(6)12-11/h6H,4-5H2,1-3H3
InChIKey: SXDZTOIWUJMSIH-UHFFFAOYSA-N
DeepSMILES: [N-]=[N+]=CC=O)CCC5CC5)))C)C))C
Scaffold Graph/Node/Bond level: [NH2+]=C1C(=O)C2CCC1C2
Scaffold Graph/Node level: NC1C2CCC(C2)C1O
Scaffold Graph level: CC1C2CCC(C2)C1C
Functional groups: CC(=O)C(=[N+]=[N-])C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
Synonymous chemical names:
3-diazo-1,7,7-trimethylbicyclo [2,2,1]heptan-2-one
External chemical identifiers:
CID:CID_136038713; SureChEMBL:SCHEMBL4279304
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(3Z)-3-diazo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 178.24
Log P RDKit 1.68
Topological polar surface area (Å2) RDKit 53.47
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 13
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.8
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 2
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2
(3Z)-3-diazo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
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 0.411016
(3Z)-3-diazo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
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 -6.05
Number of PAINS structural alerts SwissADME 2
Number of Brenk structural alerts SwissADME 3
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