Compound information

Natural Products
ZC1639346
Molecular Formula
C16H21F3N2O5S
Molecular Weight
410.112327432 g/mol
Structure
IUPAC Name
tert-butyl 4-[3-(trifluoromethoxy)phenyl]sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C16H21F3N2O5S/c1-15(2,3)26-14(22)20-7-9-21(10-8-20)27(23,24)13-6-4-5-12(11-13)25-16(17,18)19/h4-6,11H,7-10H2,1-3H3
InChI Key
XNOMOWXIFYXZEM-UHFFFAOYSA-N
SMILES
CC(C)(C)OC(=O)N1CCN(S(=O)(=O)c2cccc(OC(F)(F)F)c2)CC1
Source
ZINC000024428618

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 2
Heteroatom Count 11 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 76.15 Å2 LogP 3.606
LogS -4.802 LogD 3.765


Absorption

Property Value Property Value
Pgp inhibitor 0.057 Pgp substrate 0.022
HIA 0.976 F20 % 0.93
F30 % 0.959 Caco-2 -4.526
MDCK -4.856


Distribution

Property Value Property Value
BBB Penetration 0.964 PPB 96.469
VD 3.106 Fu 1.11


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.29 CYP1A2 substrate 0.521
CYP2A6 substrate 0.714 CYP2B6 substrate 0.66
CYP2C19 inhibitor 0.955 CYP2C19 substrate 0.843
CYP2C8 substrate 0.526 CYP2C9 inhibitor 0.62
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.235
CYP2D6 substrate 0.603 CYP2E1 substrate 0.982
CYP3A4 inhibitor 0.236 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.272 CL 6.946


Toxicity

Property Value Property Value
hERG Blockers 0.981 Hepatotoxicity 0.996
Mutagenicity 0.075 Rat Oral Acute Toxicity 0.43
FDAMDD 0.304 Skin Sensitization 0.001
Carcinogenicity 0.951 Eye Corrosion 0.037
Eye Irritation 0.004 Respiratory Toxicity 0.764


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.315 IGC50 3.734
LC50FM 3.155 LC50DM 3.853


Tox21 Pathway

Property Value Property Value
NR-AR 0.196 NR-AR-LBD 0.287
NR-AhR 0.016 NR-Aromatase 0.945
NR-ER 0.247 NR-ER-LBD 0.394
NR-PPAR-gamma 0.124 SR-ARE 0.773
SR-ATAD5 0.378 SR-HSE 0.089
SR-MMP 0.021 SR-p53 0.047


Similar covalent inhibitors

CI000266

Similarity Score: 0.55

CI001181

Similarity Score: 0.52

CI001186

Similarity Score: 0.52

CI001187

Similarity Score: 0.52

CI001193

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.