Compound information

Natural Products
ZC537567
Molecular Formula
C17H22N2O4S
Molecular Weight
350.130028184 g/mol
Structure
IUPAC Name
tert-butyl 4-(4-ethynylphenyl)sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C17H22N2O4S/c1-5-14-6-8-15(9-7-14)24(21,22)19-12-10-18(11-13-19)16(20)23-17(2,3)4/h1,6-9H,10-13H2,2-4H3
InChI Key
LSSTVRBCIGMSMU-UHFFFAOYSA-N
SMILES
C#Cc1ccc(S(=O)(=O)N2CCN(C(=O)OC(C)(C)C)CC2)cc1
Source
ZINC000095740383

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 2
Heteroatom Count 7 Rotatable Bond Count 2
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 66.92 Å2 LogP 2.643
LogS -4.093 LogD 3.437


Absorption

Property Value Property Value
Pgp inhibitor 0.05 Pgp substrate 0.012
HIA 0.965 F20 % 0.991
F30 % 0.945 Caco-2 -4.386
MDCK -4.959


Distribution

Property Value Property Value
BBB Penetration 0.823 PPB 93.204
VD 2.214 Fu 0.821


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.022 CYP1A2 substrate 0.402
CYP2A6 substrate 0.601 CYP2B6 substrate 0.647
CYP2C19 inhibitor 0.739 CYP2C19 substrate 0.785
CYP2C8 substrate 0.608 CYP2C9 inhibitor 0.641
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.01
CYP2D6 substrate 0.812 CYP2E1 substrate 0.883
CYP3A4 inhibitor 0.071 CYP3A4 substrate 0.996


Excretion

Property Value Property Value
T1/2 0.418 CL 7.385


Toxicity

Property Value Property Value
hERG Blockers 0.932 Hepatotoxicity 1.0
Mutagenicity 0.52 Rat Oral Acute Toxicity 0.303
FDAMDD 0.376 Skin Sensitization 0.083
Carcinogenicity 0.97 Eye Corrosion 0.027
Eye Irritation 0.231 Respiratory Toxicity 0.496


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.756 IGC50 4.133
LC50FM 2.228 LC50DM 4.37


Tox21 Pathway

Property Value Property Value
NR-AR 0.218 NR-AR-LBD 0.303
NR-AhR 0.029 NR-Aromatase 0.687
NR-ER 0.244 NR-ER-LBD 0.448
NR-PPAR-gamma 0.131 SR-ARE 0.804
SR-ATAD5 0.386 SR-HSE 0.085
SR-MMP 0.028 SR-p53 0.026


Similar covalent inhibitors

CI000266

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CI001193

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CI001191

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CI001111

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CI001182

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CI001192

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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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CI001190

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CI001188

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CI001189

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CI001186

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CI001187

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CI001105

Similarity Score: 0.53



Similar covalent drugs

No similar covalent drugs found for this compound.