Compound information

Natural Products
ZC603461
Molecular Formula
C16H22N2O6S
Molecular Weight
370.119857424 g/mol
Structure
IUPAC Name
ethyl 4-(4-ethoxycarbonylphenyl)sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C16H22N2O6S/c1-3-23-15(19)13-5-7-14(8-6-13)25(21,22)18-11-9-17(10-12-18)16(20)24-4-2/h5-8H,3-4,9-12H2,1-2H3
InChI Key
RCLOKFZMBCJARL-UHFFFAOYSA-N
SMILES
CCOC(=O)c1ccc(S(=O)(=O)N2CCN(C(=O)OCC)CC2)cc1
Source
ZINC000016092314

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 Ring Count 2
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 2.294
LogS -3.49 LogD 2.612


Absorption

Property Value Property Value
Pgp inhibitor 0.039 Pgp substrate 0.032
HIA 0.978 F20 % 0.034
F30 % 0.313 Caco-2 -4.413
MDCK -4.657


Distribution

Property Value Property Value
BBB Penetration 0.157 PPB 65.078
VD 1.408 Fu 0.53


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.269 CYP1A2 substrate 0.546
CYP2A6 substrate 0.671 CYP2B6 substrate 0.693
CYP2C19 inhibitor 0.603 CYP2C19 substrate 0.784
CYP2C8 substrate 0.567 CYP2C9 inhibitor 0.924
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.104
CYP2D6 substrate 0.355 CYP2E1 substrate 0.306
CYP3A4 inhibitor 0.026 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.587 CL 5.341


Toxicity

Property Value Property Value
hERG Blockers 0.505 Hepatotoxicity 0.214
Mutagenicity 0.114 Rat Oral Acute Toxicity 0.024
FDAMDD 0.021 Skin Sensitization 0.0
Carcinogenicity 0.052 Eye Corrosion 0.001
Eye Irritation 0.013 Respiratory Toxicity 0.01


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.801 IGC50 3.458
LC50FM 2.855 LC50DM 0.722


Tox21 Pathway

Property Value Property Value
NR-AR 0.33 NR-AR-LBD 0.36
NR-AhR 0.044 NR-Aromatase 0.023
NR-ER 0.363 NR-ER-LBD 0.443
NR-PPAR-gamma 0.12 SR-ARE 0.254
SR-ATAD5 0.316 SR-HSE 0.066
SR-MMP 0.013 SR-p53 0.03


Similar covalent inhibitors

CI001201

Similarity Score: 0.62

CI001194

Similarity Score: 0.54

CI001195

Similarity Score: 0.53



Similar covalent drugs

No similar covalent drugs found for this compound.