Compound information

Natural Products
ZC1261960
Molecular Formula
C20H22N2O6S
Molecular Weight
418.119857424 g/mol
Structure
IUPAC Name
phenyl 4-(4-ethoxycarbonylphenyl)sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C20H22N2O6S/c1-2-27-19(23)16-8-10-18(11-9-16)29(25,26)22-14-12-21(13-15-22)20(24)28-17-6-4-3-5-7-17/h3-11H,2,12-15H2,1H3
InChI Key
QDJCZYZAPCREOQ-UHFFFAOYSA-N
SMILES
CCOC(=O)c1ccc(S(=O)(=O)N2CCN(C(=O)Oc3ccccc3)CC2)cc1
Source
ZINC000040160263

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 6 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 93.22 Å2 LogP 3.126
LogS -4.528 LogD 3.531


Absorption

Property Value Property Value
Pgp inhibitor 0.027 Pgp substrate 0.022
HIA 0.965 F20 % 0.137
F30 % 0.53 Caco-2 -4.46
MDCK -4.685


Distribution

Property Value Property Value
BBB Penetration 0.054 PPB 77.743
VD 1.144 Fu 1.528


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.127 CYP1A2 substrate 0.539
CYP2A6 substrate 0.572 CYP2B6 substrate 0.681
CYP2C19 inhibitor 0.755 CYP2C19 substrate 0.735
CYP2C8 substrate 0.585 CYP2C9 inhibitor 0.99
CYP2C9 substrate 0.996 CYP2D6 inhibitor 0.108
CYP2D6 substrate 0.456 CYP2E1 substrate 0.62
CYP3A4 inhibitor 0.072 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.703 CL 4.362


Toxicity

Property Value Property Value
hERG Blockers 0.541 Hepatotoxicity 0.191
Mutagenicity 0.032 Rat Oral Acute Toxicity 0.252
FDAMDD 0.15 Skin Sensitization 0.0
Carcinogenicity 0.056 Eye Corrosion 0.001
Eye Irritation 0.002 Respiratory Toxicity 0.016


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.745 IGC50 4.136
LC50FM 2.577 LC50DM 0.577


Tox21 Pathway

Property Value Property Value
NR-AR 0.212 NR-AR-LBD 0.398
NR-AhR 0.079 NR-Aromatase 0.026
NR-ER 0.471 NR-ER-LBD 0.473
NR-PPAR-gamma 0.126 SR-ARE 0.552
SR-ATAD5 0.333 SR-HSE 0.107
SR-MMP 0.04 SR-p53 0.038


Similar covalent inhibitors

CI001194

Similarity Score: 0.52

CI001195

Similarity Score: 0.52

CI001201

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.