Compound information

Natural Products
ZC103983
Molecular Formula
C16H25BN2O6S
Molecular Weight
384.15263792 g/mol
Structure
IUPAC Name
[4-(4-tert-butoxycarbonylpiperazin-1-yl)sulfonyl-3-methyl-phenyl]boronic acid
InChI
InChI=1S/C16H25BN2O6S/c1-12-11-13(17(21)22)5-6-14(12)26(23,24)19-9-7-18(8-10-19)15(20)25-16(2,3)4/h5-6,11,21-22H,7-10H2,1-4H3
InChI Key
YYJKNCQHISACON-UHFFFAOYSA-N
SMILES
Cc1cc(B(O)O)ccc1S(=O)(=O)N1CCN(C(=O)OC(C)(C)C)CC1
Source
ZINC001772572582

Warheads

Carbamate
Boronic Acid


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 2
Heteroatom Count 10 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 107.38 Å2 LogP 1.664
LogS -3.082 LogD 2.585


Absorption

Property Value Property Value
Pgp inhibitor 0.065 Pgp substrate 0.05
HIA 0.845 F20 % 0.219
F30 % 0.0 Caco-2 -4.831
MDCK -5.06


Distribution

Property Value Property Value
BBB Penetration 0.934 PPB 96.402
VD 1.962 Fu 0.841


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.413
CYP2A6 substrate 0.35 CYP2B6 substrate 0.537
CYP2C19 inhibitor 0.459 CYP2C19 substrate 0.619
CYP2C8 substrate 0.529 CYP2C9 inhibitor 0.019
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.08
CYP2D6 substrate 0.624 CYP2E1 substrate 0.3
CYP3A4 inhibitor 0.024 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.459 CL 7.458


Toxicity

Property Value Property Value
hERG Blockers 0.1 Hepatotoxicity 0.956
Mutagenicity 0.277 Rat Oral Acute Toxicity 0.039
FDAMDD 0.041 Skin Sensitization 0.0
Carcinogenicity 0.709 Eye Corrosion 0.004
Eye Irritation 0.338 Respiratory Toxicity 0.088


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.942 IGC50 2.991
LC50FM 3.143 LC50DM 1.56


Tox21 Pathway

Property Value Property Value
NR-AR 0.157 NR-AR-LBD 0.654
NR-AhR 0.049 NR-Aromatase 0.933
NR-ER 0.315 NR-ER-LBD 0.601
NR-PPAR-gamma 0.707 SR-ARE 0.794
SR-ATAD5 0.777 SR-HSE 0.965
SR-MMP 0.018 SR-p53 0.979


Similar covalent inhibitors

CI001198

Similarity Score: 0.61

CI000266

Similarity Score: 0.51

CI001200

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.