Compound information

Natural Products
ZC1589784
Molecular Formula
C20H20BrN3O4S
Molecular Weight
477.03578922 g/mol
Structure
IUPAC Name
N-[3-[4-(4-bromophenyl)sulfonylpiperazine-1-carbonyl]phenyl]prop-2-enamide
InChI
InChI=1S/C20H20BrN3O4S/c1-2-19(25)22-17-5-3-4-15(14-17)20(26)23-10-12-24(13-11-23)29(27,28)18-8-6-16(21)7-9-18/h2-9,14H,1,10-13H2,(H,22,25)
InChI Key
HBEQICMVWPUCTA-UHFFFAOYSA-N
SMILES
C=CC(=O)Nc1cccc(C(=O)N2CCN(S(=O)(=O)c3ccc(Br)cc3)CC2)c1
Source
ZINC002325888894

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 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 86.79 Å2 LogP 2.717
LogS -4.245 LogD 3.005


Absorption

Property Value Property Value
Pgp inhibitor 0.02 Pgp substrate 0.664
HIA 0.965 F20 % 0.99
F30 % 0.536 Caco-2 -4.459
MDCK -5.069


Distribution

Property Value Property Value
BBB Penetration 0.138 PPB 98.016
VD 0.549 Fu 1.866


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.071 CYP1A2 substrate 0.66
CYP2A6 substrate 0.543 CYP2B6 substrate 0.618
CYP2C19 inhibitor 0.555 CYP2C19 substrate 0.893
CYP2C8 substrate 0.84 CYP2C9 inhibitor 0.598
CYP2C9 substrate 0.996 CYP2D6 inhibitor 0.054
CYP2D6 substrate 0.911 CYP2E1 substrate 0.94
CYP3A4 inhibitor 0.285 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.191 CL 0.616


Toxicity

Property Value Property Value
hERG Blockers 0.03 Hepatotoxicity 0.937
Mutagenicity 0.002 Rat Oral Acute Toxicity 0.108
FDAMDD 0.637 Skin Sensitization 0.696
Carcinogenicity 0.279 Eye Corrosion 0.007
Eye Irritation 0.163 Respiratory Toxicity 0.019


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.559 IGC50 3.917
LC50FM -3.473 LC50DM 1.345


Tox21 Pathway

Property Value Property Value
NR-AR 0.105 NR-AR-LBD 0.395
NR-AhR 0.222 NR-Aromatase 0.056
NR-ER 0.397 NR-ER-LBD 0.452
NR-PPAR-gamma 0.32 SR-ARE 0.859
SR-ATAD5 0.403 SR-HSE 0.09
SR-MMP 0.206 SR-p53 0.07


Similar covalent inhibitors

CI001098

Similarity Score: 0.56

CI001097

Similarity Score: 0.55

CI001170

Similarity Score: 0.55

CI000798

Similarity Score: 0.54

CI001102

Similarity Score: 0.54

CI001109

Similarity Score: 0.54

CI001161

Similarity Score: 0.53

CI001103

Similarity Score: 0.52

CI001104

Similarity Score: 0.52

CI001111

Similarity Score: 0.52

CI001173

Similarity Score: 0.52

CI001201

Similarity Score: 0.52

CI001108

Similarity Score: 0.51

CI001154

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.