Compound information

Natural Products
ZC1585000
Molecular Formula
C16H23BrN2O5S
Molecular Weight
434.051104936 g/mol
Structure
IUPAC Name
tert-butyl 4-(3-bromo-4-methoxy-phenyl)sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C16H23BrN2O5S/c1-16(2,3)24-15(20)18-7-9-19(10-8-18)25(21,22)12-5-6-14(23-4)13(17)11-12/h5-6,11H,7-10H2,1-4H3
InChI Key
JHNVNOGLOUZHRL-UHFFFAOYSA-N
SMILES
COc1ccc(S(=O)(=O)N2CCN(C(=O)OC(C)(C)C)CC2)cc1Br
Source
ZINC000105436244

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 Ring Count 2
Heteroatom Count 9 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 76.15 Å2 LogP 3.028
LogS -4.45 LogD 3.598


Absorption

Property Value Property Value
Pgp inhibitor 0.063 Pgp substrate 0.013
HIA 0.968 F20 % 0.962
F30 % 0.944 Caco-2 -4.634
MDCK -4.881


Distribution

Property Value Property Value
BBB Penetration 0.87 PPB 97.136
VD 2.298 Fu 0.6


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.466 CYP1A2 substrate 0.456
CYP2A6 substrate 0.571 CYP2B6 substrate 0.639
CYP2C19 inhibitor 0.96 CYP2C19 substrate 0.73
CYP2C8 substrate 0.651 CYP2C9 inhibitor 0.419
CYP2C9 substrate 0.998 CYP2D6 inhibitor 0.018
CYP2D6 substrate 0.655 CYP2E1 substrate 0.763
CYP3A4 inhibitor 0.171 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.403 CL 6.575


Toxicity

Property Value Property Value
hERG Blockers 0.532 Hepatotoxicity 0.997
Mutagenicity 0.66 Rat Oral Acute Toxicity 0.22
FDAMDD 0.072 Skin Sensitization 0.002
Carcinogenicity 0.884 Eye Corrosion 0.01
Eye Irritation 0.008 Respiratory Toxicity 0.795


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.565 IGC50 4.262
LC50FM 2.567 LC50DM 3.494


Tox21 Pathway

Property Value Property Value
NR-AR 0.367 NR-AR-LBD 0.288
NR-AhR 0.042 NR-Aromatase 0.246
NR-ER 0.27 NR-ER-LBD 0.43
NR-PPAR-gamma 0.118 SR-ARE 0.691
SR-ATAD5 0.384 SR-HSE 0.078
SR-MMP 0.052 SR-p53 0.033


Similar covalent inhibitors

CI000266

Similarity Score: 0.58

CI001185

Similarity Score: 0.55

CI001193

Similarity Score: 0.55

CI001111

Similarity Score: 0.53

CI001155

Similarity Score: 0.53

CI001181

Similarity Score: 0.53

CI001182

Similarity Score: 0.53

CI001183

Similarity Score: 0.53

CI001184

Similarity Score: 0.53

CI001197

Similarity Score: 0.53

CI001188

Similarity Score: 0.52

CI001189

Similarity Score: 0.52

CI001191

Similarity Score: 0.52

CI001192

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.