Compound information

Natural Products
ZC545367
Molecular Formula
C18H27N3O4S
Molecular Weight
381.172227344 g/mol
Structure
IUPAC Name
ethyl 4-[4-(benzenesulfonyl)piperazin-1-yl]piperidine-1-carboxylate
InChI
InChI=1S/C18H27N3O4S/c1-2-25-18(22)20-10-8-16(9-11-20)19-12-14-21(15-13-19)26(23,24)17-6-4-3-5-7-17/h3-7,16H,2,8-15H2,1H3
InChI Key
QOQNPUBQRWWMCW-UHFFFAOYSA-N
SMILES
CCOC(=O)N1CCC(N2CCN(S(=O)(=O)c3ccccc3)CC2)CC1
Source
ZINC000035624748

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 3
Heteroatom Count 8 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 70.16 Å2 LogP 1.888
LogS -2.88 LogD 1.9


Absorption

Property Value Property Value
Pgp inhibitor 0.017 Pgp substrate 0.138
HIA 0.968 F20 % 0.97
F30 % 0.631 Caco-2 -4.382
MDCK -4.762


Distribution

Property Value Property Value
BBB Penetration 0.6 PPB 79.051
VD 1.247 Fu 0.358


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.01 CYP1A2 substrate 0.429
CYP2A6 substrate 0.502 CYP2B6 substrate 0.737
CYP2C19 inhibitor 0.42 CYP2C19 substrate 0.747
CYP2C8 substrate 0.575 CYP2C9 inhibitor 0.074
CYP2C9 substrate 0.976 CYP2D6 inhibitor 0.073
CYP2D6 substrate 0.718 CYP2E1 substrate 0.175
CYP3A4 inhibitor 0.028 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.295 CL 4.71


Toxicity

Property Value Property Value
hERG Blockers 0.489 Hepatotoxicity 0.597
Mutagenicity 0.527 Rat Oral Acute Toxicity 0.193
FDAMDD 0.491 Skin Sensitization 0.001
Carcinogenicity 0.289 Eye Corrosion 0.003
Eye Irritation 0.032 Respiratory Toxicity 0.757


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.248 IGC50 2.474
LC50FM -1.106 LC50DM -0.943


Tox21 Pathway

Property Value Property Value
NR-AR 0.464 NR-AR-LBD 0.382
NR-AhR 0.026 NR-Aromatase 0.011
NR-ER 0.17 NR-ER-LBD 0.314
NR-PPAR-gamma 0.067 SR-ARE 0.102
SR-ATAD5 0.274 SR-HSE 0.141
SR-MMP 0.012 SR-p53 0.077


Similar covalent inhibitors

CI001194

Similarity Score: 0.52

CI001195

Similarity Score: 0.52

CI001201

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.