Compound information

Natural Products
ZC972890
Molecular Formula
C18H24N2O5
Molecular Weight
348.168521868 g/mol
Structure
IUPAC Name
ethyl 4-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]piperazine-1-carboxylate
InChI
InChI=1S/C18H24N2O5/c1-4-25-18(22)20-11-9-19(10-12-20)17(21)8-6-14-5-7-15(23-2)16(13-14)24-3/h5-8,13H,4,9-12H2,1-3H3/b8-6+
InChI Key
VKUABJPHGPQOEZ-SOFGYWHQSA-N
SMILES
CCOC(=O)N1CCN(C(=O)/C=C/c2ccc(OC)c(OC)c2)CC1
Source
ZINC000002621768

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 Ring Count 2
Heteroatom Count 7 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 68.31 Å2 LogP 1.977
LogS -2.416 LogD 3.34


Absorption

Property Value Property Value
Pgp inhibitor 0.057 Pgp substrate 0.151
HIA 0.973 F20 % 0.982
F30 % 0.592 Caco-2 -4.554
MDCK -4.743


Distribution

Property Value Property Value
BBB Penetration 0.873 PPB 88.372
VD 1.056 Fu 0.719


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.022 CYP1A2 substrate 0.666
CYP2A6 substrate 0.473 CYP2B6 substrate 0.583
CYP2C19 inhibitor 0.152 CYP2C19 substrate 0.573
CYP2C8 substrate 0.58 CYP2C9 inhibitor 0.072
CYP2C9 substrate 0.972 CYP2D6 inhibitor 0.018
CYP2D6 substrate 0.621 CYP2E1 substrate 0.515
CYP3A4 inhibitor 0.277 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.911 CL 4.985


Toxicity

Property Value Property Value
hERG Blockers 0.167 Hepatotoxicity 0.896
Mutagenicity 0.021 Rat Oral Acute Toxicity 0.449
FDAMDD 0.292 Skin Sensitization 0.003
Carcinogenicity 0.35 Eye Corrosion 0.002
Eye Irritation 0.081 Respiratory Toxicity 0.062


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.431 IGC50 3.142
LC50FM 3.156 LC50DM -0.074


Tox21 Pathway

Property Value Property Value
NR-AR 0.359 NR-AR-LBD 0.366
NR-AhR 0.083 NR-Aromatase 0.032
NR-ER 0.592 NR-ER-LBD 0.36
NR-PPAR-gamma 0.174 SR-ARE 0.588
SR-ATAD5 0.837 SR-HSE 0.099
SR-MMP 0.01 SR-p53 0.321


Similar covalent inhibitors

CI006134

Similarity Score: 0.59

CI006133

Similarity Score: 0.57

CI006137

Similarity Score: 0.55

CI006136

Similarity Score: 0.54

CI006132

Similarity Score: 0.53

CI006135

Similarity Score: 0.52

CI006141

Similarity Score: 0.51

CI006145

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.