IMPPAT Phytochemical information: 
N-[[5,8-dimethoxy-6-nitro-2-(trifluoromethyl)quinolin-4-yl]methylidene]hydroxylamine
N-[[5,8-dimethoxy-6-nitro-2-(trifluoromethyl)quinolin-4-yl]methylidene]hydroxylamine
Summary

SMILES: ON=Cc1cc(nc2c1c(OC)c(cc2OC)[N+](=O)[O-])C(F)(F)F
InChI: InChI=1S/C13H10F3N3O5/c1-23-8-4-7(19(21)22)12(24-2)10-6(5-17-20)3-9(13(14,15)16)18-11(8)10/h3-5,20H,1-2H3
InChIKey: MPSPJTPSXMKFKV-UHFFFAOYSA-N
DeepSMILES: ON=Ccccncc6cOC))ccc6OC))))[N+]=O)[O-])))))))CF)F)F
Scaffold Graph/Node/Bond level: c1ccc2ncccc2c1
Scaffold Graph/Node level: C1CCC2NCCCC2C1
Scaffold Graph level: C1CCC2CCCCC2C1
Functional groups: cC=NO; cnc; cOC; c[N+](=O)[O-]; CF
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Quinolines and derivatives
ClassyFire Subclass: Nitroquinolines and derivatives
Synonymous chemical names:
acetylneotrichilenone
External chemical identifiers:
CID:CID_298061
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
N-[[5,8-dimethoxy-6-nitro-2-(trifluoromethyl)quinolin-4-yl]methylidene]hydroxylamine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 345.23
Log P RDKit 2.99
Topological polar surface area (Å2) RDKit 107.08
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 11
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 10
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.23
Number of rotatable bonds RDKit 5
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-[[5,8-dimethoxy-6-nitro-2-(trifluoromethyl)quinolin-4-yl]methylidene]hydroxylamine
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.4
N-[[5,8-dimethoxy-6-nitro-2-(trifluoromethyl)quinolin-4-yl]methylidene]hydroxylamine
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.56
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 4
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No