Compound information

Natural Products
ZC104697
Molecular Formula
C16H25BN2O7S
Molecular Weight
400.14755254 g/mol
Structure
IUPAC Name
[5-(4-tert-butoxycarbonylpiperazin-1-yl)sulfonyl-2-methoxy-phenyl]boronic acid
InChI
InChI=1S/C16H25BN2O7S/c1-16(2,3)26-15(20)18-7-9-19(10-8-18)27(23,24)12-5-6-14(25-4)13(11-12)17(21)22/h5-6,11,21-22H,7-10H2,1-4H3
InChI Key
NWTPQIPMKBUCLO-UHFFFAOYSA-N
SMILES
COc1ccc(S(=O)(=O)N2CCN(C(=O)OC(C)(C)C)CC2)cc1B(O)O
Source
ZINC000230550770

Warheads

Carbamate
Boronic Acid


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 2
Heteroatom Count 11 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 7 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 116.61 Å2 LogP 1.341
LogS -3.132 LogD 2.229


Absorption

Property Value Property Value
Pgp inhibitor 0.051 Pgp substrate 0.05
HIA 0.908 F20 % 0.129
F30 % 0.0 Caco-2 -4.724
MDCK -5.262


Distribution

Property Value Property Value
BBB Penetration 0.931 PPB 93.614
VD 1.487 Fu 0.774


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.372
CYP2A6 substrate 0.394 CYP2B6 substrate 0.501
CYP2C19 inhibitor 0.13 CYP2C19 substrate 0.596
CYP2C8 substrate 0.566 CYP2C9 inhibitor 0.016
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.035
CYP2D6 substrate 0.659 CYP2E1 substrate 0.247
CYP3A4 inhibitor 0.067 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.472 CL 6.443


Toxicity

Property Value Property Value
hERG Blockers 0.05 Hepatotoxicity 0.943
Mutagenicity 0.025 Rat Oral Acute Toxicity 0.044
FDAMDD 0.027 Skin Sensitization 0.0
Carcinogenicity 0.551 Eye Corrosion 0.002
Eye Irritation 0.186 Respiratory Toxicity 0.169


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.923 IGC50 1.954
LC50FM 2.775 LC50DM 0.843


Tox21 Pathway

Property Value Property Value
NR-AR 0.208 NR-AR-LBD 0.861
NR-AhR 0.158 NR-Aromatase 0.973
NR-ER 0.366 NR-ER-LBD 0.622
NR-PPAR-gamma 0.799 SR-ARE 0.879
SR-ATAD5 0.861 SR-HSE 0.985
SR-MMP 0.031 SR-p53 0.996


Similar covalent inhibitors

CI000266

Similarity Score: 0.58

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

CI001185

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.