Compound information

Natural Products
ZC2298073
Molecular Formula
C22H25N3O4
Molecular Weight
395.18450628 g/mol
Structure
IUPAC Name
methyl 2-[6-[[4-[(3-methoxyphenyl)methylene]piperidine-1-carbonyl]amino]-2-pyridyl]acetate
InChI
InChI=1S/C22H25N3O4/c1-28-19-7-3-5-17(14-19)13-16-9-11-25(12-10-16)22(27)24-20-8-4-6-18(23-20)15-21(26)29-2/h3-8,13-14H,9-12,15H2,1-2H3,(H,23,24,27)
InChI Key
VIJSMZVFXJFLQA-UHFFFAOYSA-N
SMILES
COC(=O)Cc1cccc(NC(=O)N2CCC(=Cc3cccc(OC)c3)CC2)n1
Source
ZINC000616837741

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 29 Ring Count 3
Heteroatom Count 7 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 80.76 Å2 LogP 3.292
LogS -5.042 LogD 3.328


Absorption

Property Value Property Value
Pgp inhibitor 0.782 Pgp substrate 0.921
HIA 0.964 F20 % 0.987
F30 % 0.796 Caco-2 -4.895
MDCK -5.044


Distribution

Property Value Property Value
BBB Penetration 0.605 PPB 98.249
VD 0.749 Fu 1.687


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.962 CYP1A2 substrate 0.471
CYP2A6 substrate 0.443 CYP2B6 substrate 0.667
CYP2C19 inhibitor 0.922 CYP2C19 substrate 0.813
CYP2C8 substrate 0.698 CYP2C9 inhibitor 0.934
CYP2C9 substrate 0.027 CYP2D6 inhibitor 0.499
CYP2D6 substrate 0.796 CYP2E1 substrate 0.345
CYP3A4 inhibitor 0.806 CYP3A4 substrate 0.829


Excretion

Property Value Property Value
T1/2 0.876 CL 7.496


Toxicity

Property Value Property Value
hERG Blockers 0.95 Hepatotoxicity 0.37
Mutagenicity 0.001 Rat Oral Acute Toxicity 0.261
FDAMDD 0.758 Skin Sensitization 0.993
Carcinogenicity 0.116 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.559


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.365 IGC50 3.013
LC50FM 1.595 LC50DM -0.321


Tox21 Pathway

Property Value Property Value
NR-AR 0.307 NR-AR-LBD 0.206
NR-AhR 0.729 NR-Aromatase 0.026
NR-ER 0.554 NR-ER-LBD 0.296
NR-PPAR-gamma 0.248 SR-ARE 0.278
SR-ATAD5 0.701 SR-HSE 0.09
SR-MMP 0.058 SR-p53 0.123


Similar covalent inhibitors

CI001137

Similarity Score: 0.55

CI000739

Similarity Score: 0.54

CI000740

Similarity Score: 0.52

CI000741

Similarity Score: 0.51

CI000742

Similarity Score: 0.51

CI000746

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.