Compound information

Natural Products
ZC1123723
Molecular Formula
C16H19ClN2O5S
Molecular Weight
386.070320388 g/mol
Structure
IUPAC Name
[2-[4-chloro-3-(dimethylsulfamoyl)anilino]-2-oxo-ethyl] (2E,4E)-hexa-2,4-dienoate
InChI
InChI=1S/C16H19ClN2O5S/c1-4-5-6-7-16(21)24-11-15(20)18-12-8-9-13(17)14(10-12)25(22,23)19(2)3/h4-10H,11H2,1-3H3,(H,18,20)/b5-4+,7-6+
InChI Key
LWYBBKAYQQIERJ-YTXTXJHMSA-N
SMILES
C/C=C/C=C/C(=O)OCC(=O)Nc1ccc(Cl)c(S(=O)(=O)N(C)C)c1
Source
ZINC000006513188

Warheads

Acrylate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 Ring Count 1
Heteroatom Count 9 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 92.78 Å2 LogP 2.639
LogS -3.74 LogD 2.324


Absorption

Property Value Property Value
Pgp inhibitor 0.032 Pgp substrate 0.999
HIA 0.976 F20 % 0.987
F30 % 0.961 Caco-2 -4.848
MDCK -5.364


Distribution

Property Value Property Value
BBB Penetration 0.008 PPB 98.955
VD 0.475 Fu 1.415


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.025 CYP1A2 substrate 0.748
CYP2A6 substrate 0.495 CYP2B6 substrate 0.546
CYP2C19 inhibitor 0.06 CYP2C19 substrate 0.789
CYP2C8 substrate 0.836 CYP2C9 inhibitor 0.279
CYP2C9 substrate 0.997 CYP2D6 inhibitor 0.06
CYP2D6 substrate 0.798 CYP2E1 substrate 0.4
CYP3A4 inhibitor 0.075 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.725 CL 10.277


Toxicity

Property Value Property Value
hERG Blockers 0.024 Hepatotoxicity 0.964
Mutagenicity 0.0 Rat Oral Acute Toxicity 0.012
FDAMDD 0.459 Skin Sensitization 0.926
Carcinogenicity 0.079 Eye Corrosion 0.003
Eye Irritation 0.051 Respiratory Toxicity 0.839


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.489 IGC50 3.329
LC50FM 4.44 LC50DM 5.304


Tox21 Pathway

Property Value Property Value
NR-AR 0.105 NR-AR-LBD 0.241
NR-AhR 0.058 NR-Aromatase 0.179
NR-ER 0.254 NR-ER-LBD 0.494
NR-PPAR-gamma 0.778 SR-ARE 0.934
SR-ATAD5 0.438 SR-HSE 0.862
SR-MMP 0.536 SR-p53 0.343


Similar covalent inhibitors

CI005220

Similarity Score: 0.60

CI006067

Similarity Score: 0.59

CI006066

Similarity Score: 0.56

CI005194

Similarity Score: 0.54

CI005192

Similarity Score: 0.53

CI006065

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.