Compound information

Natural Products
ZC1293447
Molecular Formula
C22H23N3O5S
Molecular Weight
441.135841836 g/mol
Structure
IUPAC Name
benzyl 4-[4-(5-oxo-2H-pyrrol-1-yl)phenyl]sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C22H23N3O5S/c26-21-7-4-12-25(21)19-8-10-20(11-9-19)31(28,29)24-15-13-23(14-16-24)22(27)30-17-18-5-2-1-3-6-18/h1-11H,12-17H2
InChI Key
JRYXHVBDVSBARK-UHFFFAOYSA-N
SMILES
O=C(OCc1ccccc1)N1CCN(S(=O)(=O)c2ccc(N3CC=CC3=O)cc2)CC1
Source
ZINC001857793442

Warheads

Acrylamide
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 31 Ring Count 4
Heteroatom Count 9 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 87.23 Å2 LogP 2.265
LogS -4.744 LogD 3.126


Absorption

Property Value Property Value
Pgp inhibitor 0.119 Pgp substrate 0.836
HIA 0.974 F20 % 0.992
F30 % 0.198 Caco-2 -4.406
MDCK -4.721


Distribution

Property Value Property Value
BBB Penetration 0.175 PPB 94.416
VD 0.407 Fu 1.589


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.219 CYP1A2 substrate 0.542
CYP2A6 substrate 0.349 CYP2B6 substrate 0.632
CYP2C19 inhibitor 0.775 CYP2C19 substrate 0.636
CYP2C8 substrate 0.78 CYP2C9 inhibitor 0.976
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.042
CYP2D6 substrate 0.841 CYP2E1 substrate 0.436
CYP3A4 inhibitor 0.462 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.605 CL 3.974


Toxicity

Property Value Property Value
hERG Blockers 0.424 Hepatotoxicity 0.856
Mutagenicity 0.012 Rat Oral Acute Toxicity 0.256
FDAMDD 0.442 Skin Sensitization 0.078
Carcinogenicity 0.529 Eye Corrosion 0.001
Eye Irritation 0.003 Respiratory Toxicity 0.022


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.531 IGC50 4.222
LC50FM -4.762 LC50DM -4.83


Tox21 Pathway

Property Value Property Value
NR-AR 0.202 NR-AR-LBD 0.445
NR-AhR 0.246 NR-Aromatase 0.029
NR-ER 0.513 NR-ER-LBD 0.418
NR-PPAR-gamma 0.245 SR-ARE 0.862
SR-ATAD5 0.387 SR-HSE 0.407
SR-MMP 0.083 SR-p53 0.222


Similar covalent inhibitors

CI001108

Similarity Score: 0.57

CI001194

Similarity Score: 0.55

CI001195

Similarity Score: 0.55

CI001110

Similarity Score: 0.54

CI001100

Similarity Score: 0.51

CI001109

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.