Compound information

Natural Products
ZC1285205
Molecular Formula
C15H12FNO3S
Molecular Weight
305.052192464 g/mol
Structure
IUPAC Name
N-[4-(4-fluorophenyl)sulfonylphenyl]prop-2-enamide
InChI
InChI=1S/C15H12FNO3S/c1-2-15(18)17-12-5-9-14(10-6-12)21(19,20)13-7-3-11(16)4-8-13/h2-10H,1H2,(H,17,18)
InChI Key
PVAUCKZBDIDWQR-UHFFFAOYSA-N
SMILES
C=CC(=O)Nc1ccc(S(=O)(=O)c2ccc(F)cc2)cc1
Source
ZINC000159834754

Warheads

Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 21 Ring Count 2
Heteroatom Count 6 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 63.24 Å2 LogP 2.872
LogS -4.323 LogD 2.885


Absorption

Property Value Property Value
Pgp inhibitor 0.214 Pgp substrate 0.888
HIA 0.969 F20 % 0.994
F30 % 0.971 Caco-2 -4.553
MDCK -4.73


Distribution

Property Value Property Value
BBB Penetration 0.069 PPB 94.878
VD 0.718 Fu 2.159


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.034 CYP1A2 substrate 0.704
CYP2A6 substrate 0.452 CYP2B6 substrate 0.47
CYP2C19 inhibitor 0.565 CYP2C19 substrate 0.948
CYP2C8 substrate 0.949 CYP2C9 inhibitor 0.132
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.045
CYP2D6 substrate 0.963 CYP2E1 substrate 0.959
CYP3A4 inhibitor 0.028 CYP3A4 substrate 0.993


Excretion

Property Value Property Value
T1/2 0.036 CL 0.624


Toxicity

Property Value Property Value
hERG Blockers 0.005 Hepatotoxicity 0.993
Mutagenicity 0.008 Rat Oral Acute Toxicity 0.092
FDAMDD 0.112 Skin Sensitization 0.173
Carcinogenicity 0.659 Eye Corrosion 0.01
Eye Irritation 0.628 Respiratory Toxicity 0.002


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.824 IGC50 3.934
LC50FM 3.849 LC50DM 4.523


Tox21 Pathway

Property Value Property Value
NR-AR 0.166 NR-AR-LBD 0.288
NR-AhR 0.112 NR-Aromatase 0.352
NR-ER 0.264 NR-ER-LBD 0.335
NR-PPAR-gamma 0.688 SR-ARE 0.544
SR-ATAD5 0.253 SR-HSE 0.031
SR-MMP 0.855 SR-p53 0.059


Similar covalent inhibitors

CI000171

Similarity Score: 0.77

CI000800

Similarity Score: 0.64

CI000798

Similarity Score: 0.59

CI000092

Similarity Score: 0.53

CI000093

Similarity Score: 0.53

CI000645

Similarity Score: 0.53

CI001165

Similarity Score: 0.52

CI000065

Similarity Score: 0.51

CI000087

Similarity Score: 0.51

CI001098

Similarity Score: 0.51

CI001154

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.