Compound information

Natural Products
ZC1336355
Molecular Formula
C10H7ClF3NO
Molecular Weight
249.016826184 g/mol
Structure
IUPAC Name
N-[2-chloro-4-(trifluoromethyl)phenyl]prop-2-enamide
InChI
InChI=1S/C10H7ClF3NO/c1-2-9(16)15-8-4-3-6(5-7(8)11)10(12,13)14/h2-5H,1H2,(H,15,16)
InChI Key
RYFDDUICMSSTLQ-UHFFFAOYSA-N
SMILES
C=CC(=O)Nc1ccc(C(F)(F)F)cc1Cl
Source
ZINC000037006931

Warheads

Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 16 Ring Count 1
Heteroatom Count 6 Rotatable Bond Count 2
Hydrogen Bond Acceptor Count 1 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 29.1 Å2 LogP 3.461
LogS -4.146 LogD 3.656


Absorption

Property Value Property Value
Pgp inhibitor 0.075 Pgp substrate 0.088
HIA 0.959 F20 % 0.991
F30 % 0.961 Caco-2 -4.542
MDCK -4.676


Distribution

Property Value Property Value
BBB Penetration 0.097 PPB 96.626
VD 2.812 Fu 1.635


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.991 CYP1A2 substrate 0.741
CYP2A6 substrate 0.77 CYP2B6 substrate 0.632
CYP2C19 inhibitor 0.866 CYP2C19 substrate 0.78
CYP2C8 substrate 0.606 CYP2C9 inhibitor 0.162
CYP2C9 substrate 0.925 CYP2D6 inhibitor 0.028
CYP2D6 substrate 0.873 CYP2E1 substrate 0.961
CYP3A4 inhibitor 0.018 CYP3A4 substrate 0.987


Excretion

Property Value Property Value
T1/2 0.189 CL 10.907


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.893
Mutagenicity 0.006 Rat Oral Acute Toxicity 0.141
FDAMDD 0.71 Skin Sensitization 0.267
Carcinogenicity 0.012 Eye Corrosion 0.263
Eye Irritation 0.847 Respiratory Toxicity 0.609


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.34 IGC50 4.005
LC50FM 5.186 LC50DM 6.863


Tox21 Pathway

Property Value Property Value
NR-AR 0.24 NR-AR-LBD 0.318
NR-AhR 0.635 NR-Aromatase 0.153
NR-ER 0.456 NR-ER-LBD 0.501
NR-PPAR-gamma 0.887 SR-ARE 0.784
SR-ATAD5 0.523 SR-HSE 0.41
SR-MMP 0.312 SR-p53 0.864


Similar covalent inhibitors

CI000645

Similarity Score: 0.58

CI005018

Similarity Score: 0.54



Similar covalent drugs

No similar covalent drugs found for this compound.