Compound information

Natural Products
ZC104203
Molecular Formula
C16H25BN2O6S
Molecular Weight
384.15263792 g/mol
Structure
IUPAC Name
[5-(4-tert-butoxycarbonylpiperazin-1-yl)sulfonyl-2-methyl-phenyl]boronic acid
InChI
InChI=1S/C16H25BN2O6S/c1-12-5-6-13(11-14(12)17(21)22)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
YFCVHTAAECCKPM-UHFFFAOYSA-N
SMILES
Cc1ccc(S(=O)(=O)N2CCN(C(=O)OC(C)(C)C)CC2)cc1B(O)O
Source
ZINC000520795404

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 1.794
LogS -3.326 LogD 2.743


Absorption

Property Value Property Value
Pgp inhibitor 0.091 Pgp substrate 0.026
HIA 0.932 F20 % 0.811
F30 % 0.001 Caco-2 -4.615
MDCK -5.024


Distribution

Property Value Property Value
BBB Penetration 0.921 PPB 96.143
VD 1.696 Fu 0.838


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.393
CYP2A6 substrate 0.426 CYP2B6 substrate 0.558
CYP2C19 inhibitor 0.358 CYP2C19 substrate 0.671
CYP2C8 substrate 0.571 CYP2C9 inhibitor 0.027
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.094
CYP2D6 substrate 0.712 CYP2E1 substrate 0.323
CYP3A4 inhibitor 0.056 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.393 CL 7.569


Toxicity

Property Value Property Value
hERG Blockers 0.149 Hepatotoxicity 0.974
Mutagenicity 0.037 Rat Oral Acute Toxicity 0.026
FDAMDD 0.035 Skin Sensitization 0.0
Carcinogenicity 0.848 Eye Corrosion 0.002
Eye Irritation 0.336 Respiratory Toxicity 0.084


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.975 IGC50 2.54
LC50FM 3.018 LC50DM 0.894


Tox21 Pathway

Property Value Property Value
NR-AR 0.152 NR-AR-LBD 0.821
NR-AhR 0.065 NR-Aromatase 0.976
NR-ER 0.331 NR-ER-LBD 0.61
NR-PPAR-gamma 0.821 SR-ARE 0.897
SR-ATAD5 0.844 SR-HSE 0.986
SR-MMP 0.024 SR-p53 0.996


Similar covalent inhibitors

CI000266

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CI001193

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CI001111

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CI001182

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CI001155

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CI001181

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CI001183

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CI001184

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CI001185

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CI001188

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CI001189

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CI001191

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CI001192

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CI001186

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CI001187

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CI001190

Similarity Score: 0.52

CI001198

Similarity Score: 0.52

CI001105

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.