Compound information

Natural Products
ZC1606035
Molecular Formula
C23H27N3O7S
Molecular Weight
489.156971204 g/mol
Structure
IUPAC Name
ethyl 4-[4-[(4-ethoxycarbonylphenyl)carbamoyl]phenyl]sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C23H27N3O7S/c1-3-32-22(28)18-5-9-19(10-6-18)24-21(27)17-7-11-20(12-8-17)34(30,31)26-15-13-25(14-16-26)23(29)33-4-2/h5-12H,3-4,13-16H2,1-2H3,(H,24,27)
InChI Key
MDEXXNBUXHTEKU-UHFFFAOYSA-N
SMILES
CCOC(=O)c1ccc(NC(=O)c2ccc(S(=O)(=O)N3CCN(C(=O)OCC)CC3)cc2)cc1
Source
ZINC000011853066

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 34 Ring Count 3
Heteroatom Count 11 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 7 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 122.32 Å2 LogP 3.199
LogS -5.479 LogD 3.318


Absorption

Property Value Property Value
Pgp inhibitor 0.063 Pgp substrate 0.292
HIA 0.974 F20 % 0.15
F30 % 0.207 Caco-2 -4.706
MDCK -4.795


Distribution

Property Value Property Value
BBB Penetration 0.003 PPB 71.828
VD 1.38 Fu 1.469


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.035 CYP1A2 substrate 0.588
CYP2A6 substrate 0.561 CYP2B6 substrate 0.645
CYP2C19 inhibitor 0.253 CYP2C19 substrate 0.786
CYP2C8 substrate 0.651 CYP2C9 inhibitor 0.977
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.249
CYP2D6 substrate 0.542 CYP2E1 substrate 0.235
CYP3A4 inhibitor 0.042 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.436 CL 2.353


Toxicity

Property Value Property Value
hERG Blockers 0.193 Hepatotoxicity 0.136
Mutagenicity 0.008 Rat Oral Acute Toxicity 0.01
FDAMDD 0.023 Skin Sensitization 0.0
Carcinogenicity 0.087 Eye Corrosion 0.001
Eye Irritation 0.0 Respiratory Toxicity 0.001


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.882 IGC50 3.938
LC50FM -2.237 LC50DM -2.921


Tox21 Pathway

Property Value Property Value
NR-AR 0.19 NR-AR-LBD 0.433
NR-AhR 0.376 NR-Aromatase 0.068
NR-ER 0.609 NR-ER-LBD 0.569
NR-PPAR-gamma 0.209 SR-ARE 0.776
SR-ATAD5 0.416 SR-HSE 0.102
SR-MMP 0.33 SR-p53 0.212


Similar covalent inhibitors

CI001201

Similarity Score: 0.67

CI001170

Similarity Score: 0.53

CI001167

Similarity Score: 0.52

CI001108

Similarity Score: 0.51

CI001193

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.