Compound information

Natural Products
ZC1027053
Molecular Formula
C17H26N2O5S
Molecular Weight
370.156242932 g/mol
Structure
IUPAC Name
ethyl 4-[3-(isopropoxymethyl)phenyl]sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C17H26N2O5S/c1-4-23-17(20)18-8-10-19(11-9-18)25(21,22)16-7-5-6-15(12-16)13-24-14(2)3/h5-7,12,14H,4,8-11,13H2,1-3H3
InChI Key
MCVFBYOVOWMTER-UHFFFAOYSA-N
SMILES
CCOC(=O)N1CCN(S(=O)(=O)c2cccc(COC(C)C)c2)CC1
Source
ZINC000096182594

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 76.15 Å2 LogP 2.227
LogS -3.371 LogD 2.983


Absorption

Property Value Property Value
Pgp inhibitor 0.106 Pgp substrate 0.006
HIA 0.977 F20 % 0.987
F30 % 0.885 Caco-2 -4.36
MDCK -4.781


Distribution

Property Value Property Value
BBB Penetration 0.138 PPB 49.011
VD 1.281 Fu 0.719


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.017 CYP1A2 substrate 0.594
CYP2A6 substrate 0.537 CYP2B6 substrate 0.693
CYP2C19 inhibitor 0.989 CYP2C19 substrate 0.842
CYP2C8 substrate 0.696 CYP2C9 inhibitor 0.908
CYP2C9 substrate 0.829 CYP2D6 inhibitor 0.011
CYP2D6 substrate 0.75 CYP2E1 substrate 0.498
CYP3A4 inhibitor 0.113 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.421 CL 4.446


Toxicity

Property Value Property Value
hERG Blockers 0.899 Hepatotoxicity 0.921
Mutagenicity 0.257 Rat Oral Acute Toxicity 0.055
FDAMDD 0.032 Skin Sensitization 0.0
Carcinogenicity 0.927 Eye Corrosion 0.002
Eye Irritation 0.006 Respiratory Toxicity 0.097


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.662 IGC50 2.228
LC50FM 2.871 LC50DM 0.086


Tox21 Pathway

Property Value Property Value
NR-AR 0.273 NR-AR-LBD 0.288
NR-AhR 0.08 NR-Aromatase 0.422
NR-ER 0.286 NR-ER-LBD 0.39
NR-PPAR-gamma 0.125 SR-ARE 0.652
SR-ATAD5 0.319 SR-HSE 0.083
SR-MMP 0.017 SR-p53 0.026


Similar covalent inhibitors

CI001109

Similarity Score: 0.52

CI001194

Similarity Score: 0.52

CI001195

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.