Compound information

Natural Products
ZC1231643
Molecular Formula
C17H22O5
Molecular Weight
306.146723804 g/mol
Structure
IUPAC Name
methyl (E)-3-[4-(3,3-dimethyl-2-oxo-butoxy)-3-methoxy-phenyl]prop-2-enoate
InChI
InChI=1S/C17H22O5/c1-17(2,3)15(18)11-22-13-8-6-12(10-14(13)20-4)7-9-16(19)21-5/h6-10H,11H2,1-5H3/b9-7+
InChI Key
AUWKTXHXOWGWNZ-VQHVLOKHSA-N
SMILES
COC(=O)/C=C/c1ccc(OCC(=O)C(C)(C)C)c(OC)c1
Source
ZINC000058157206

Warheads

Carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 22 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 61.83 Å2 LogP 2.826
LogS -4.31 LogD 2.908


Absorption

Property Value Property Value
Pgp inhibitor 0.108 Pgp substrate 0.983
HIA 0.959 F20 % 0.992
F30 % 0.949 Caco-2 -4.621
MDCK -4.667


Distribution

Property Value Property Value
BBB Penetration 0.252 PPB 82.666
VD 0.848 Fu 0.515


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.993 CYP1A2 substrate 0.417
CYP2A6 substrate 0.624 CYP2B6 substrate 0.633
CYP2C19 inhibitor 0.39 CYP2C19 substrate 0.659
CYP2C8 substrate 0.623 CYP2C9 inhibitor 0.132
CYP2C9 substrate 0.958 CYP2D6 inhibitor 0.314
CYP2D6 substrate 0.425 CYP2E1 substrate 0.386
CYP3A4 inhibitor 0.034 CYP3A4 substrate 0.641


Excretion

Property Value Property Value
T1/2 0.956 CL 11.524


Toxicity

Property Value Property Value
hERG Blockers 0.012 Hepatotoxicity 0.947
Mutagenicity 0.002 Rat Oral Acute Toxicity 0.008
FDAMDD 0.771 Skin Sensitization 0.975
Carcinogenicity 0.416 Eye Corrosion 0.003
Eye Irritation 0.551 Respiratory Toxicity 0.335


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.442 IGC50 4.039
LC50FM 5.256 LC50DM 5.824


Tox21 Pathway

Property Value Property Value
NR-AR 0.33 NR-AR-LBD 0.457
NR-AhR 0.195 NR-Aromatase 0.315
NR-ER 0.841 NR-ER-LBD 0.609
NR-PPAR-gamma 0.552 SR-ARE 0.494
SR-ATAD5 0.788 SR-HSE 0.336
SR-MMP 0.584 SR-p53 0.258


Similar covalent inhibitors

CI001053

Similarity Score: 0.59

CI000955

Similarity Score: 0.55

CI001840

Similarity Score: 0.52

CI000144

Similarity Score: 0.51

CI001828

Similarity Score: 0.51

CI001838

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.