Compound information

Natural Products
ZC1267328
Molecular Formula
C20H23N3O5S
Molecular Weight
417.135841836 g/mol
Structure
IUPAC Name
ethyl 4-[4-(phenylcarbamoyl)phenyl]sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C20H23N3O5S/c1-2-28-20(25)22-12-14-23(15-13-22)29(26,27)18-10-8-16(9-11-18)19(24)21-17-6-4-3-5-7-17/h3-11H,2,12-15H2,1H3,(H,21,24)
InChI Key
NTMLLJSBFSAHQU-UHFFFAOYSA-N
SMILES
CCOC(=O)N1CCN(S(=O)(=O)c2ccc(C(=O)Nc3ccccc3)cc2)CC1
Source
ZINC000004135117

Warheads

Carbamate


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 96.02 Å2 LogP 2.402
LogS -4.48 LogD 3.003


Absorption

Property Value Property Value
Pgp inhibitor 0.027 Pgp substrate 0.054
HIA 0.97 F20 % 0.987
F30 % 0.746 Caco-2 -4.604
MDCK -4.906


Distribution

Property Value Property Value
BBB Penetration 0.096 PPB 78.36
VD 0.737 Fu 1.549


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.255 CYP1A2 substrate 0.579
CYP2A6 substrate 0.578 CYP2B6 substrate 0.588
CYP2C19 inhibitor 0.512 CYP2C19 substrate 0.811
CYP2C8 substrate 0.704 CYP2C9 inhibitor 0.957
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.046
CYP2D6 substrate 0.613 CYP2E1 substrate 0.781
CYP3A4 inhibitor 0.015 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.414 CL 2.857


Toxicity

Property Value Property Value
hERG Blockers 0.204 Hepatotoxicity 0.236
Mutagenicity 0.049 Rat Oral Acute Toxicity 0.209
FDAMDD 0.117 Skin Sensitization 0.0
Carcinogenicity 0.697 Eye Corrosion 0.001
Eye Irritation 0.001 Respiratory Toxicity 0.008


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.755 IGC50 3.593
LC50FM 0.362 LC50DM -2.797


Tox21 Pathway

Property Value Property Value
NR-AR 0.193 NR-AR-LBD 0.43
NR-AhR 0.379 NR-Aromatase 0.083
NR-ER 0.531 NR-ER-LBD 0.477
NR-PPAR-gamma 0.179 SR-ARE 0.8
SR-ATAD5 0.392 SR-HSE 0.114
SR-MMP 0.137 SR-p53 0.049


Similar covalent inhibitors

CI001201

Similarity Score: 0.65

CI001108

Similarity Score: 0.57

CI001167

Similarity Score: 0.56

CI001194

Similarity Score: 0.55

CI001195

Similarity Score: 0.54

CI001110

Similarity Score: 0.53

CI001114

Similarity Score: 0.52

CI001284

Similarity Score: 0.52

CI001170

Similarity Score: 0.51

CI001191

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.