Compound information

Natural Products
ZC2207528
Molecular Formula
C16H13F3N2O3S
Molecular Weight
370.059897936 g/mol
Structure
IUPAC Name
N-[4-[[3-(trifluoromethyl)phenyl]sulfamoyl]phenyl]prop-2-enamide
InChI
InChI=1S/C16H13F3N2O3S/c1-2-15(22)20-12-6-8-14(9-7-12)25(23,24)21-13-5-3-4-11(10-13)16(17,18)19/h2-10,21H,1H2,(H,20,22)
InChI Key
XGIWRQCTAAUTOQ-UHFFFAOYSA-N
SMILES
C=CC(=O)Nc1ccc(S(=O)(=O)Nc2cccc(C(F)(F)F)c2)cc1
Source
ZINC001875365069

Warheads

Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 Ring Count 2
Heteroatom Count 9 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 75.27 Å2 LogP 3.659
LogS -4.665 LogD 2.453


Absorption

Property Value Property Value
Pgp inhibitor 0.065 Pgp substrate 0.73
HIA 0.965 F20 % 0.991
F30 % 0.977 Caco-2 -5.249
MDCK -4.872


Distribution

Property Value Property Value
BBB Penetration 0.022 PPB 100.908
VD 1.141 Fu 2.073


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.826 CYP1A2 substrate 0.663
CYP2A6 substrate 0.645 CYP2B6 substrate 0.598
CYP2C19 inhibitor 0.98 CYP2C19 substrate 0.919
CYP2C8 substrate 0.731 CYP2C9 inhibitor 0.898
CYP2C9 substrate 0.961 CYP2D6 inhibitor 0.7
CYP2D6 substrate 0.948 CYP2E1 substrate 0.876
CYP3A4 inhibitor 0.725 CYP3A4 substrate 0.946


Excretion

Property Value Property Value
T1/2 0.107 CL 0.215


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 1.0
Mutagenicity 0.026 Rat Oral Acute Toxicity 0.119
FDAMDD 0.297 Skin Sensitization 0.85
Carcinogenicity 0.005 Eye Corrosion 0.003
Eye Irritation 0.466 Respiratory Toxicity 0.007


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.601 IGC50 4.297
LC50FM 3.995 LC50DM 4.085


Tox21 Pathway

Property Value Property Value
NR-AR 0.212 NR-AR-LBD 0.27
NR-AhR 0.058 NR-Aromatase 0.052
NR-ER 0.411 NR-ER-LBD 0.32
NR-PPAR-gamma 0.756 SR-ARE 0.732
SR-ATAD5 0.304 SR-HSE 0.033
SR-MMP 0.912 SR-p53 0.169


Similar covalent inhibitors

CI000645

Similarity Score: 0.57

CI005018

Similarity Score: 0.53

CI002163

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.