Compound information

Natural Products
ZC1302408
Molecular Formula
C21H33BN2O6S
Molecular Weight
452.215238176 g/mol
Structure
IUPAC Name
tert-butyl 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C21H33BN2O6S/c1-19(2,3)28-18(25)23-12-14-24(15-13-23)31(26,27)17-10-8-16(9-11-17)22-29-20(4,5)21(6,7)30-22/h8-11H,12-15H2,1-7H3
InChI Key
SYBIHBXDDYAZBX-UHFFFAOYSA-N
SMILES
CC(C)(C)OC(=O)N1CCN(S(=O)(=O)c2ccc(B3OC(C)(C)C(C)(C)O3)cc2)CC1
Source
ZINC000169811024

Warheads

Carbamate
Boronic Acid


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 31 Ring Count 3
Heteroatom Count 10 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 85.38 Å2 LogP 3.814
LogS -5.316 LogD 3.585


Absorption

Property Value Property Value
Pgp inhibitor 0.708 Pgp substrate 0.095
HIA 0.969 F20 % 0.889
F30 % 0.73 Caco-2 -4.49
MDCK -4.655


Distribution

Property Value Property Value
BBB Penetration 0.999 PPB 97.369
VD 3.421 Fu 0.864


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.023 CYP1A2 substrate 0.331
CYP2A6 substrate 0.62 CYP2B6 substrate 0.674
CYP2C19 inhibitor 0.775 CYP2C19 substrate 0.745
CYP2C8 substrate 0.529 CYP2C9 inhibitor 0.326
CYP2C9 substrate 0.957 CYP2D6 inhibitor 0.445
CYP2D6 substrate 0.665 CYP2E1 substrate 0.931
CYP3A4 inhibitor 0.778 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.11 CL 7.736


Toxicity

Property Value Property Value
hERG Blockers 0.9 Hepatotoxicity 0.993
Mutagenicity 0.004 Rat Oral Acute Toxicity 0.4
FDAMDD 0.006 Skin Sensitization 0.001
Carcinogenicity 0.926 Eye Corrosion 0.126
Eye Irritation 0.139 Respiratory Toxicity 0.834


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.633 IGC50 4.138
LC50FM 2.848 LC50DM 4.616


Tox21 Pathway

Property Value Property Value
NR-AR 0.067 NR-AR-LBD 0.283
NR-AhR 0.0 NR-Aromatase 0.982
NR-ER 0.266 NR-ER-LBD 0.49
NR-PPAR-gamma 0.172 SR-ARE 0.759
SR-ATAD5 0.314 SR-HSE 0.112
SR-MMP 0.769 SR-p53 0.073


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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CI001186

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CI001187

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CI001190

Similarity Score: 0.52

CI001192

Similarity Score: 0.52

CI001105

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.