Compound information

Natural Products
ZC2123748
Molecular Formula
C17H12N2O3S
Molecular Weight
324.056863244 g/mol
Structure
IUPAC Name
(E)-4-[[4-(1-naphthyl)thiazol-2-yl]amino]-4-oxo-but-2-enoic acid
InChI
InChI=1S/C17H12N2O3S/c20-15(8-9-16(21)22)19-17-18-14(10-23-17)13-7-3-5-11-4-1-2-6-12(11)13/h1-10H,(H,21,22)(H,18,19,20)/b9-8+
InChI Key
IULRPCNAFPDZRM-CMDGGOBGSA-N
SMILES
O=C(O)/C=C/C(=O)Nc1nc(-c2cccc3ccccc23)cs1
Source
ZINC000000474486

Warheads

Acrylamide
Acrylate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 23 Ring Count 3
Heteroatom Count 6 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 79.29 Å2 LogP 3.989
LogS -4.818 LogD 3.876


Absorption

Property Value Property Value
Pgp inhibitor 0.012 Pgp substrate 0.002
HIA 0.844 F20 % 0.815
F30 % 0.643 Caco-2 -4.628
MDCK -4.846


Distribution

Property Value Property Value
BBB Penetration 0.04 PPB 100.977
VD 0.294 Fu 2.547


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.116 CYP1A2 substrate 0.786
CYP2A6 substrate 0.55 CYP2B6 substrate 0.695
CYP2C19 inhibitor 0.074 CYP2C19 substrate 0.511
CYP2C8 substrate 0.624 CYP2C9 inhibitor 0.206
CYP2C9 substrate 0.028 CYP2D6 inhibitor 0.115
CYP2D6 substrate 0.315 CYP2E1 substrate 0.401
CYP3A4 inhibitor 0.051 CYP3A4 substrate 0.845


Excretion

Property Value Property Value
T1/2 0.605 CL -0.188


Toxicity

Property Value Property Value
hERG Blockers 0.048 Hepatotoxicity 0.747
Mutagenicity 0.004 Rat Oral Acute Toxicity 0.001
FDAMDD 0.148 Skin Sensitization 0.578
Carcinogenicity 0.021 Eye Corrosion 0.003
Eye Irritation 0.774 Respiratory Toxicity 0.542


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.644 IGC50 2.648
LC50FM 5.221 LC50DM 4.314


Tox21 Pathway

Property Value Property Value
NR-AR 0.523 NR-AR-LBD 0.44
NR-AhR 0.969 NR-Aromatase 0.041
NR-ER 0.633 NR-ER-LBD 0.61
NR-PPAR-gamma 0.899 SR-ARE 0.932
SR-ATAD5 0.85 SR-HSE 0.138
SR-MMP 0.966 SR-p53 0.561


Similar covalent inhibitors

CI005183

Similarity Score: 0.55

CI005196

Similarity Score: 0.53

CI005199

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.