IMPPAT Phytochemical information: 
N-hydroxy-N'-[2-(trifluoromethyl)phenyl]pyridine-3-carboximidamide
N-hydroxy-N'-[2-(trifluoromethyl)phenyl]pyridine-3-carboximidamide
Summary

SMILES: ON/C(=N\c1ccccc1C(F)(F)F)/c1cccnc1
InChI: InChI=1S/C13H10F3N3O/c14-13(15,16)10-5-1-2-6-11(10)18-12(19-20)9-4-3-7-17-8-9/h1-8,20H,(H,18,19)
InChIKey: QBQQPVCKEDSAHQ-UHFFFAOYSA-N
DeepSMILES: ON/C=N\cccccc6CF)F)F)))))))))/ccccnc6
Scaffold Graph/Node/Bond level: C(=Nc1ccccc1)c1cccnc1
Scaffold Graph/Node level: C1CCC(NCC2CCCNC2)CC1
Scaffold Graph level: C1CCC(CCC2CCCCC2)CC1
Functional groups: c/N=C(/c)NO; CF; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
ClassyFire Subclass: Trifluoromethylbenzenes
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Nicotinic acid alkaloids
NP Classifier Class: Pyridine alkaloids
Synonymous chemical names:
N-hydroxy-N'-[2-(trifluoromethyl)phenyl]pyridine-3-carboximidamide, n-(2-trifluromethylphenyl)-pyridine-3-carboxamide oxime, n-(2-trifluoromethylphenyl)-pyridine-3-carboxamide, oxime
External chemical identifiers:
CID:CID_550559; ZINC:ZINC000004335895; MolPort-001-821-074
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
N-hydroxy-N'-[2-(trifluoromethyl)phenyl]pyridine-3-carboximidamide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 281.24
Log P RDKit 3.16
Topological polar surface area (Å2) RDKit 57.51
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 3
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 12
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.08
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2
N-hydroxy-N'-[2-(trifluoromethyl)phenyl]pyridine-3-carboximidamide
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 0.5
N-hydroxy-N'-[2-(trifluoromethyl)phenyl]pyridine-3-carboximidamide
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 -6.34
Number of PAINS structural alerts SwissADME 0
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