Compound information

Natural Products
ZC1569822
Molecular Formula
C20H23N3O4S2
Molecular Weight
433.112998216 g/mol
Structure
IUPAC Name
N-[4-[4-[(2,5-dimethyl-3-thienyl)sulfonyl]piperazine-1-carbonyl]phenyl]prop-2-enamide
InChI
InChI=1S/C20H23N3O4S2/c1-4-19(24)21-17-7-5-16(6-8-17)20(25)22-9-11-23(12-10-22)29(26,27)18-13-14(2)28-15(18)3/h4-8,13H,1,9-12H2,2-3H3,(H,21,24)
InChI Key
MKMYBAXBQGTVDA-UHFFFAOYSA-N
SMILES
C=CC(=O)Nc1ccc(C(=O)N2CCN(S(=O)(=O)c3cc(C)sc3C)CC2)cc1
Source
ZINC000921013188

Warheads

Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 29 Ring Count 3
Heteroatom Count 9 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 86.79 Å2 LogP 2.542
LogS -3.925 LogD 2.648


Absorption

Property Value Property Value
Pgp inhibitor 0.05 Pgp substrate 0.951
HIA 0.972 F20 % 0.945
F30 % 0.734 Caco-2 -4.888
MDCK -5.003


Distribution

Property Value Property Value
BBB Penetration 0.095 PPB 98.801
VD 0.74 Fu 1.758


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.009 CYP1A2 substrate 0.678
CYP2A6 substrate 0.562 CYP2B6 substrate 0.637
CYP2C19 inhibitor 0.792 CYP2C19 substrate 0.885
CYP2C8 substrate 0.83 CYP2C9 inhibitor 0.224
CYP2C9 substrate 0.916 CYP2D6 inhibitor 0.004
CYP2D6 substrate 0.849 CYP2E1 substrate 0.651
CYP3A4 inhibitor 0.062 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.221 CL 0.435


Toxicity

Property Value Property Value
hERG Blockers 0.018 Hepatotoxicity 0.744
Mutagenicity 0.015 Rat Oral Acute Toxicity 0.065
FDAMDD 0.245 Skin Sensitization 0.509
Carcinogenicity 0.755 Eye Corrosion 0.004
Eye Irritation 0.008 Respiratory Toxicity 0.035


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.553 IGC50 3.976
LC50FM -3.018 LC50DM -1.24


Tox21 Pathway

Property Value Property Value
NR-AR 0.168 NR-AR-LBD 0.464
NR-AhR 0.131 NR-Aromatase 0.085
NR-ER 0.416 NR-ER-LBD 0.458
NR-PPAR-gamma 0.493 SR-ARE 0.814
SR-ATAD5 0.458 SR-HSE 0.14
SR-MMP 0.078 SR-p53 0.29


Similar covalent inhibitors

CI001170

Similarity Score: 0.52

CI001198

Similarity Score: 0.52

CI001201

Similarity Score: 0.52

CI001111

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.