Compound information

Natural Products
ZC1603457
Molecular Formula
C21H30ClN3O5S
Molecular Weight
471.15946974 g/mol
Structure
IUPAC Name
tert-butyl 4-[4-(4-chlorophenyl)sulfonylpiperazine-1-carbonyl]piperidine-1-carboxylate
InChI
InChI=1S/C21H30ClN3O5S/c1-21(2,3)30-20(27)24-10-8-16(9-11-24)19(26)23-12-14-25(15-13-23)31(28,29)18-6-4-17(22)5-7-18/h4-7,16H,8-15H2,1-3H3
InChI Key
XNCZTCMRYKQUEW-UHFFFAOYSA-N
SMILES
CC(C)(C)OC(=O)N1CCC(C(=O)N2CCN(S(=O)(=O)c3ccc(Cl)cc3)CC2)CC1
Source
ZINC000012770806

Warheads

Carbamate


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 5 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 87.23 Å2 LogP 2.878
LogS -4.12 LogD 3.431


Absorption

Property Value Property Value
Pgp inhibitor 0.064 Pgp substrate 0.96
HIA 0.97 F20 % 0.993
F30 % 0.822 Caco-2 -4.514
MDCK -4.918


Distribution

Property Value Property Value
BBB Penetration 0.89 PPB 96.377
VD 1.105 Fu 1.291


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.006 CYP1A2 substrate 0.411
CYP2A6 substrate 0.44 CYP2B6 substrate 0.646
CYP2C19 inhibitor 0.777 CYP2C19 substrate 0.718
CYP2C8 substrate 0.53 CYP2C9 inhibitor 0.321
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.094
CYP2D6 substrate 0.68 CYP2E1 substrate 0.485
CYP3A4 inhibitor 0.635 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.175 CL 3.751


Toxicity

Property Value Property Value
hERG Blockers 0.855 Hepatotoxicity 0.998
Mutagenicity 0.377 Rat Oral Acute Toxicity 0.387
FDAMDD 0.295 Skin Sensitization 0.0
Carcinogenicity 0.449 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.126


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.319 IGC50 3.177
LC50FM -8.441 LC50DM -0.396


Tox21 Pathway

Property Value Property Value
NR-AR 0.173 NR-AR-LBD 0.302
NR-AhR 0.029 NR-Aromatase 0.082
NR-ER 0.26 NR-ER-LBD 0.434
NR-PPAR-gamma 0.095 SR-ARE 0.776
SR-ATAD5 0.353 SR-HSE 0.131
SR-MMP 0.016 SR-p53 0.054


Similar covalent inhibitors

CI000266

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CI001188

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CI001189

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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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CI001191

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CI001192

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CI001186

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CI001187

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CI001190

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.