Compound information

Natural Products
ZC1524688
Molecular Formula
C19H22N2O5S
Molecular Weight
390.124942804 g/mol
Structure
IUPAC Name
ethyl 4-(4-phenoxyphenyl)sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C19H22N2O5S/c1-2-25-19(22)20-12-14-21(15-13-20)27(23,24)18-10-8-17(9-11-18)26-16-6-4-3-5-7-16/h3-11H,2,12-15H2,1H3
InChI Key
XESNTONXTDDGMN-UHFFFAOYSA-N
SMILES
CCOC(=O)N1CCN(S(=O)(=O)c2ccc(Oc3ccccc3)cc2)CC1
Source
ZINC000044899890

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 3
Heteroatom Count 8 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 76.15 Å2 LogP 3.368
LogS -4.773 LogD 3.555


Absorption

Property Value Property Value
Pgp inhibitor 0.018 Pgp substrate 0.012
HIA 0.974 F20 % 0.975
F30 % 0.65 Caco-2 -4.568
MDCK -4.834


Distribution

Property Value Property Value
BBB Penetration 0.449 PPB 89.345
VD 0.666 Fu 1.441


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.087 CYP1A2 substrate 0.581
CYP2A6 substrate 0.637 CYP2B6 substrate 0.658
CYP2C19 inhibitor 0.904 CYP2C19 substrate 0.839
CYP2C8 substrate 0.688 CYP2C9 inhibitor 0.985
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.139
CYP2D6 substrate 0.732 CYP2E1 substrate 0.863
CYP3A4 inhibitor 0.086 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.539 CL 4.157


Toxicity

Property Value Property Value
hERG Blockers 0.801 Hepatotoxicity 0.871
Mutagenicity 0.064 Rat Oral Acute Toxicity 0.547
FDAMDD 0.589 Skin Sensitization 0.0
Carcinogenicity 0.791 Eye Corrosion 0.002
Eye Irritation 0.002 Respiratory Toxicity 0.167


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.684 IGC50 3.98
LC50FM 3.023 LC50DM -0.573


Tox21 Pathway

Property Value Property Value
NR-AR 0.222 NR-AR-LBD 0.411
NR-AhR 0.284 NR-Aromatase 0.314
NR-ER 0.477 NR-ER-LBD 0.425
NR-PPAR-gamma 0.145 SR-ARE 0.79
SR-ATAD5 0.318 SR-HSE 0.112
SR-MMP 0.036 SR-p53 0.037


Similar covalent inhibitors

CI001284

Similarity Score: 0.61

CI001194

Similarity Score: 0.60

CI001195

Similarity Score: 0.59

CI001201

Similarity Score: 0.58

CI001107

Similarity Score: 0.56

CI001280

Similarity Score: 0.54

CI001108

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.