Compound information

Natural Products
ZC709462
Molecular Formula
C16H22N2O6S
Molecular Weight
370.119857424 g/mol
Structure
IUPAC Name
3-(4-tert-butoxycarbonylpiperazin-1-yl)sulfonylbenzoic acid
InChI
InChI=1S/C16H22N2O6S/c1-16(2,3)24-15(21)17-7-9-18(10-8-17)25(22,23)13-6-4-5-12(11-13)14(19)20/h4-6,11H,7-10H2,1-3H3,(H,19,20)
InChI Key
NEONUMCAWBLQLU-UHFFFAOYSA-N
SMILES
CC(C)(C)OC(=O)N1CCN(S(=O)(=O)c2cccc(C(=O)O)c2)CC1
Source
ZINC000013461356

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 1
Topological Polar Surface Area 104.22 Å2 LogP 2.234
LogS -3.126 LogD 1.397


Absorption

Property Value Property Value
Pgp inhibitor 0.011 Pgp substrate 0.053
HIA 0.958 F20 % 0.59
F30 % 0.658 Caco-2 -5.002
MDCK -5.298


Distribution

Property Value Property Value
BBB Penetration 0.116 PPB 86.693
VD 0.661 Fu 0.522


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.007 CYP1A2 substrate 0.39
CYP2A6 substrate 0.496 CYP2B6 substrate 0.642
CYP2C19 inhibitor 0.072 CYP2C19 substrate 0.688
CYP2C8 substrate 0.573 CYP2C9 inhibitor 0.031
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.02
CYP2D6 substrate 0.424 CYP2E1 substrate 0.849
CYP3A4 inhibitor 0.006 CYP3A4 substrate 0.989


Excretion

Property Value Property Value
T1/2 0.85 CL 4.701


Toxicity

Property Value Property Value
hERG Blockers 0.067 Hepatotoxicity 0.715
Mutagenicity 0.019 Rat Oral Acute Toxicity 0.025
FDAMDD 0.018 Skin Sensitization 0.0
Carcinogenicity 0.053 Eye Corrosion 0.001
Eye Irritation 0.063 Respiratory Toxicity 0.01


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.824 IGC50 2.122
LC50FM 1.903 LC50DM 2.441


Tox21 Pathway

Property Value Property Value
NR-AR 0.315 NR-AR-LBD 0.297
NR-AhR 0.024 NR-Aromatase 0.03
NR-ER 0.233 NR-ER-LBD 0.403
NR-PPAR-gamma 0.165 SR-ARE 0.2
SR-ATAD5 0.341 SR-HSE 0.057
SR-MMP 0.013 SR-p53 0.041


Similar covalent inhibitors

CI000266

Similarity Score: 0.58

CI001193

Similarity Score: 0.55

CI001111

Similarity Score: 0.53

CI001182

Similarity Score: 0.53

CI001191

Similarity Score: 0.53

CI001155

Similarity Score: 0.52

CI001181

Similarity Score: 0.52

CI001183

Similarity Score: 0.52

CI001184

Similarity Score: 0.52

CI001185

Similarity Score: 0.52

CI001188

Similarity Score: 0.51

CI001189

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.