Compound information

Natural Products
ZC132954
Molecular Formula
C13H15FN2O3S
Molecular Weight
298.07874156 g/mol
Structure
IUPAC Name
1-[4-(4-fluorophenyl)sulfonylpiperazin-1-yl]prop-2-en-1-one
InChI
InChI=1S/C13H15FN2O3S/c1-2-13(17)15-7-9-16(10-8-15)20(18,19)12-5-3-11(14)4-6-12/h2-6H,1,7-10H2
InChI Key
NRKVZNKMYYAVJB-UHFFFAOYSA-N
SMILES
C=CC(=O)N1CCN(S(=O)(=O)c2ccc(F)cc2)CC1
Source
ZINC001353214472

Warheads

Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 20 Ring Count 2
Heteroatom Count 7 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 57.69 Å2 LogP 0.979
LogS -2.348 LogD 1.624


Absorption

Property Value Property Value
Pgp inhibitor 0.028 Pgp substrate 0.03
HIA 0.961 F20 % 0.993
F30 % 0.876 Caco-2 -4.408
MDCK -4.904


Distribution

Property Value Property Value
BBB Penetration 0.747 PPB 89.633
VD 0.601 Fu 1.163


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.004 CYP1A2 substrate 0.488
CYP2A6 substrate 0.509 CYP2B6 substrate 0.598
CYP2C19 inhibitor 0.432 CYP2C19 substrate 0.767
CYP2C8 substrate 0.724 CYP2C9 inhibitor 0.11
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.009
CYP2D6 substrate 0.882 CYP2E1 substrate 0.824
CYP3A4 inhibitor 0.017 CYP3A4 substrate 0.986


Excretion

Property Value Property Value
T1/2 0.13 CL 6.208


Toxicity

Property Value Property Value
hERG Blockers 0.26 Hepatotoxicity 0.99
Mutagenicity 0.006 Rat Oral Acute Toxicity 0.579
FDAMDD 0.559 Skin Sensitization 0.12
Carcinogenicity 0.82 Eye Corrosion 0.497
Eye Irritation 0.828 Respiratory Toxicity 0.091


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.742 IGC50 3.245
LC50FM -0.828 LC50DM 4.631


Tox21 Pathway

Property Value Property Value
NR-AR 0.121 NR-AR-LBD 0.462
NR-AhR 0.014 NR-Aromatase 0.045
NR-ER 0.259 NR-ER-LBD 0.45
NR-PPAR-gamma 0.517 SR-ARE 0.898
SR-ATAD5 0.417 SR-HSE 0.093
SR-MMP 0.019 SR-p53 0.038


Similar covalent inhibitors

CI001165

Similarity Score: 0.56

CI001098

Similarity Score: 0.52

CI001097

Similarity Score: 0.51

CI001170

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.