Compound information

Natural Products
ZC448748
Molecular Formula
C15H17NO4
Molecular Weight
275.115758024 g/mol
Structure
IUPAC Name
ethyl (4R)-1-benzoyl-3-oxo-piperidine-4-carboxylate
InChI
InChI=1S/C15H17NO4/c1-2-20-15(19)12-8-9-16(10-13(12)17)14(18)11-6-4-3-5-7-11/h3-7,12H,2,8-10H2,1H3/t12-/m1/s1
InChI Key
UTXCAQGSVCMLOG-GFCCVEGCSA-N
SMILES
CCOC(=O)[C@@H]1CCN(C(=O)c2ccccc2)CC1=O
Source
ZINC000096643863

Warheads

Carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 20 Ring Count 2
Heteroatom Count 5 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 63.68 Å2 LogP 1.309
LogS -1.994 LogD 0.383


Absorption

Property Value Property Value
Pgp inhibitor 0.101 Pgp substrate 0.011
HIA 0.966 F20 % 0.912
F30 % 0.49 Caco-2 -4.455
MDCK -4.473


Distribution

Property Value Property Value
BBB Penetration 0.886 PPB 49.325
VD 1.117 Fu 0.2


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.06 CYP1A2 substrate 0.591
CYP2A6 substrate 0.558 CYP2B6 substrate 0.7
CYP2C19 inhibitor 0.641 CYP2C19 substrate 0.856
CYP2C8 substrate 0.582 CYP2C9 inhibitor 0.011
CYP2C9 substrate 0.922 CYP2D6 inhibitor 0.002
CYP2D6 substrate 0.393 CYP2E1 substrate 0.222
CYP3A4 inhibitor 0.026 CYP3A4 substrate 0.99


Excretion

Property Value Property Value
T1/2 0.928 CL 3.315


Toxicity

Property Value Property Value
hERG Blockers 0.001 Hepatotoxicity 0.953
Mutagenicity 0.059 Rat Oral Acute Toxicity 0.155
FDAMDD 0.204 Skin Sensitization 0.558
Carcinogenicity 0.007 Eye Corrosion 0.001
Eye Irritation 0.585 Respiratory Toxicity 0.022


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.215 IGC50 2.441
LC50FM 3.341 LC50DM 4.109


Tox21 Pathway

Property Value Property Value
NR-AR 0.21 NR-AR-LBD 0.407
NR-AhR 0.004 NR-Aromatase 0.026
NR-ER 0.252 NR-ER-LBD 0.36
NR-PPAR-gamma 0.19 SR-ARE 0.041
SR-ATAD5 0.456 SR-HSE 0.066
SR-MMP 0.007 SR-p53 0.015


Similar covalent inhibitors

CI000099

Similarity Score: 0.63



Similar covalent drugs

No similar covalent drugs found for this compound.