Compound information

Natural Products
ZC419605
Molecular Formula
C14H16N2O5S
Molecular Weight
324.077992612 g/mol
Structure
IUPAC Name
(Z)-4-oxo-4-(4-pyrrolidin-1-ylsulfonylanilino)but-2-enoic acid
InChI
InChI=1S/C14H16N2O5S/c17-13(7-8-14(18)19)15-11-3-5-12(6-4-11)22(20,21)16-9-1-2-10-16/h3-8H,1-2,9-10H2,(H,15,17)(H,18,19)/b8-7-
InChI Key
IXCLSMGDZDOYEU-FPLPWBNLSA-N
SMILES
O=C(O)/C=C\C(=O)Nc1ccc(S(=O)(=O)N2CCCC2)cc1
Source
ZINC000016669788

Warheads

Acrylamide
Acrylate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 22 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 103.78 Å2 LogP 0.954
LogS -2.868 LogD 0.461


Absorption

Property Value Property Value
Pgp inhibitor 0.007 Pgp substrate 0.03
HIA 0.964 F20 % 0.991
F30 % 0.556 Caco-2 -5.298
MDCK -5.425


Distribution

Property Value Property Value
BBB Penetration 0.066 PPB 93.605
VD 0.883 Fu 0.356


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.007 CYP1A2 substrate 0.544
CYP2A6 substrate 0.448 CYP2B6 substrate 0.51
CYP2C19 inhibitor 0.013 CYP2C19 substrate 0.646
CYP2C8 substrate 0.673 CYP2C9 inhibitor 0.088
CYP2C9 substrate 0.935 CYP2D6 inhibitor 0.071
CYP2D6 substrate 0.431 CYP2E1 substrate 0.628
CYP3A4 inhibitor 0.032 CYP3A4 substrate 0.494


Excretion

Property Value Property Value
T1/2 0.51 CL 1.651


Toxicity

Property Value Property Value
hERG Blockers 0.025 Hepatotoxicity 0.834
Mutagenicity 0.004 Rat Oral Acute Toxicity 0.006
FDAMDD 0.077 Skin Sensitization 0.0
Carcinogenicity 0.051 Eye Corrosion 0.002
Eye Irritation 0.09 Respiratory Toxicity 0.045


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.498 IGC50 2.155
LC50FM -0.309 LC50DM 3.23


Tox21 Pathway

Property Value Property Value
NR-AR 0.163 NR-AR-LBD 0.304
NR-AhR 0.016 NR-Aromatase 0.027
NR-ER 0.182 NR-ER-LBD 0.327
NR-PPAR-gamma 0.184 SR-ARE 0.757
SR-ATAD5 0.308 SR-HSE 0.004
SR-MMP 0.014 SR-p53 0.088


Similar covalent inhibitors

CI000798

Similarity Score: 0.71

CI001098

Similarity Score: 0.62

CI001097

Similarity Score: 0.60

CI001154

Similarity Score: 0.55

CI001161

Similarity Score: 0.54

CI001183

Similarity Score: 0.52

CI001184

Similarity Score: 0.52

CI001103

Similarity Score: 0.51

CI001170

Similarity Score: 0.51

CI001188

Similarity Score: 0.51

CI001189

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.