Compound information

Natural Products
ZC592811
Molecular Formula
C14H17ClN2O5S
Molecular Weight
360.054670324 g/mol
Structure
IUPAC Name
[2-[4-chloro-3-(dimethylsulfamoyl)anilino]-2-oxo-ethyl] (E)-but-2-enoate
InChI
InChI=1S/C14H17ClN2O5S/c1-4-5-14(19)22-9-13(18)16-10-6-7-11(15)12(8-10)23(20,21)17(2)3/h4-8H,9H2,1-3H3,(H,16,18)/b5-4+
InChI Key
DQYVUMIKZZHATP-SNAWJCMRSA-N
SMILES
C/C=C/C(=O)OCC(=O)Nc1ccc(Cl)c(S(=O)(=O)N(C)C)c1
Source
ZINC000004986341

Warheads

Acrylate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 23 Ring Count 1
Heteroatom Count 9 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 92.78 Å2 LogP 1.93
LogS -3.145 LogD 2.099


Absorption

Property Value Property Value
Pgp inhibitor 0.133 Pgp substrate 0.997
HIA 0.962 F20 % 0.988
F30 % 0.767 Caco-2 -5.739
MDCK -5.432


Distribution

Property Value Property Value
BBB Penetration 0.112 PPB 99.135
VD 0.533 Fu 1.073


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.566 CYP1A2 substrate 0.677
CYP2A6 substrate 0.553 CYP2B6 substrate 0.545
CYP2C19 inhibitor 0.254 CYP2C19 substrate 0.818
CYP2C8 substrate 0.846 CYP2C9 inhibitor 0.388
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.102
CYP2D6 substrate 0.882 CYP2E1 substrate 0.255
CYP3A4 inhibitor 0.065 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.631 CL 11.148


Toxicity

Property Value Property Value
hERG Blockers 0.151 Hepatotoxicity 0.969
Mutagenicity 0.0 Rat Oral Acute Toxicity 0.011
FDAMDD 0.209 Skin Sensitization 0.756
Carcinogenicity 0.185 Eye Corrosion 0.003
Eye Irritation 0.009 Respiratory Toxicity 0.599


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.466 IGC50 3.519
LC50FM 4.64 LC50DM 4.958


Tox21 Pathway

Property Value Property Value
NR-AR 0.108 NR-AR-LBD 0.286
NR-AhR 0.1 NR-Aromatase 0.1
NR-ER 0.27 NR-ER-LBD 0.398
NR-PPAR-gamma 0.675 SR-ARE 0.821
SR-ATAD5 0.422 SR-HSE 0.83
SR-MMP 0.441 SR-p53 0.791


Similar covalent inhibitors

CI005220

Similarity Score: 0.64

CI006067

Similarity Score: 0.63

CI006066

Similarity Score: 0.59

CI005194

Similarity Score: 0.57

CI005192

Similarity Score: 0.56

CI006065

Similarity Score: 0.54



Similar covalent drugs

No similar covalent drugs found for this compound.