Compound information

Natural Products
ZC270789
Molecular Formula
C13H14O4
Molecular Weight
234.089208928 g/mol
Structure
IUPAC Name
(E)-6-(4-hydroxy-3-methoxy-phenyl)hex-5-ene-2,4-dione
InChI
InChI=1S/C13H14O4/c1-9(14)7-11(15)5-3-10-4-6-12(16)13(8-10)17-2/h3-6,8,16H,7H2,1-2H3/b5-3+
InChI Key
SQDOMQCCCHMXBP-HWKANZROSA-N
SMILES
COc1cc(/C=C/C(=O)CC(C)=O)ccc1O
Source
ZINC000034581303

Warheads

Carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 17 Ring Count 1
Heteroatom Count 4 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 63.6 Å2 LogP 1.466
LogS -2.607 LogD 1.649


Absorption

Property Value Property Value
Pgp inhibitor 0.08 Pgp substrate 0.002
HIA 0.962 F20 % 0.991
F30 % 0.971 Caco-2 -4.606
MDCK -4.803


Distribution

Property Value Property Value
BBB Penetration 0.488 PPB 86.078
VD 0.354 Fu 0.758


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.17 CYP1A2 substrate 0.482
CYP2A6 substrate 0.505 CYP2B6 substrate 0.59
CYP2C19 inhibitor 0.012 CYP2C19 substrate 0.718
CYP2C8 substrate 0.71 CYP2C9 inhibitor 0.065
CYP2C9 substrate 0.389 CYP2D6 inhibitor 0.003
CYP2D6 substrate 0.378 CYP2E1 substrate 0.19
CYP3A4 inhibitor 0.021 CYP3A4 substrate 0.025


Excretion

Property Value Property Value
T1/2 0.958 CL 14.896


Toxicity

Property Value Property Value
hERG Blockers 0.001 Hepatotoxicity 0.981
Mutagenicity 0.023 Rat Oral Acute Toxicity 0.142
FDAMDD 0.178 Skin Sensitization 0.97
Carcinogenicity 0.802 Eye Corrosion 0.952
Eye Irritation 0.983 Respiratory Toxicity 0.82


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.811 IGC50 4.828
LC50FM 5.044 LC50DM 4.308


Tox21 Pathway

Property Value Property Value
NR-AR 0.251 NR-AR-LBD 0.531
NR-AhR 0.115 NR-Aromatase 0.043
NR-ER 0.699 NR-ER-LBD 0.421
NR-PPAR-gamma 0.908 SR-ARE 0.095
SR-ATAD5 0.825 SR-HSE 0.142
SR-MMP 0.064 SR-p53 0.139


Similar covalent inhibitors

CI000144

Similarity Score: 0.89

CI000955

Similarity Score: 0.71

CI006125

Similarity Score: 0.67

CI001053

Similarity Score: 0.62

CI001839

Similarity Score: 0.62

CI001827

Similarity Score: 0.60

CI001840

Similarity Score: 0.54

CI001828

Similarity Score: 0.53

CI006752

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.