Compound information

Natural Products
ZC1928828
Molecular Formula
C19H21N3O3
Molecular Weight
339.158291532 g/mol
Structure
IUPAC Name
benzyl (2R)-2-(3-pyridylcarbamoyl)piperidine-1-carboxylate
InChI
InChI=1S/C19H21N3O3/c23-18(21-16-9-6-11-20-13-16)17-10-4-5-12-22(17)19(24)25-14-15-7-2-1-3-8-15/h1-3,6-9,11,13,17H,4-5,10,12,14H2,(H,21,23)/t17-/m1/s1
InChI Key
GUQGBWVSEAWYQA-QGZVFWFLSA-N
SMILES
O=C(Nc1cccnc1)[C@H]1CCCCN1C(=O)OCc1ccccc1
Source
ZINC000040107213

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 Ring Count 3
Heteroatom Count 6 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 71.53 Å2 LogP 3.102
LogS -3.01 LogD 2.898


Absorption

Property Value Property Value
Pgp inhibitor 0.715 Pgp substrate 0.027
HIA 0.964 F20 % 0.926
F30 % 0.212 Caco-2 -4.536
MDCK -4.707


Distribution

Property Value Property Value
BBB Penetration 0.306 PPB 56.341
VD 1.022 Fu 0.805


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.749 CYP1A2 substrate 0.68
CYP2A6 substrate 0.775 CYP2B6 substrate 0.699
CYP2C19 inhibitor 0.963 CYP2C19 substrate 0.786
CYP2C8 substrate 0.707 CYP2C9 inhibitor 0.976
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.474
CYP2D6 substrate 0.966 CYP2E1 substrate 0.824
CYP3A4 inhibitor 0.663 CYP3A4 substrate 0.993


Excretion

Property Value Property Value
T1/2 0.744 CL 6.903


Toxicity

Property Value Property Value
hERG Blockers 0.116 Hepatotoxicity 0.9
Mutagenicity 0.001 Rat Oral Acute Toxicity 0.235
FDAMDD 0.33 Skin Sensitization 0.96
Carcinogenicity 0.02 Eye Corrosion 0.002
Eye Irritation 0.005 Respiratory Toxicity 0.104


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.207 IGC50 3.32
LC50FM 3.179 LC50DM 3.985


Tox21 Pathway

Property Value Property Value
NR-AR 0.341 NR-AR-LBD 0.183
NR-AhR 0.314 NR-Aromatase 0.034
NR-ER 0.271 NR-ER-LBD 0.365
NR-PPAR-gamma 0.286 SR-ARE 0.623
SR-ATAD5 0.476 SR-HSE 0.187
SR-MMP 0.315 SR-p53 0.052


Similar covalent inhibitors

CI001055

Similarity Score: 0.57

CI001678

Similarity Score: 0.54

CI000073

Similarity Score: 0.53

CI001672

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.