Compound information

Natural Products
ZC1297573
Molecular Formula
C23H22O9
Molecular Weight
442.126382284 g/mol
Structure
IUPAC Name
[3-[(E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoyl]oxy-2-oxo-propyl] (E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
InChI
InChI=1S/C23H22O9/c1-29-20-11-15(3-7-18(20)25)5-9-22(27)31-13-17(24)14-32-23(28)10-6-16-4-8-19(26)21(12-16)30-2/h3-12,25-26H,13-14H2,1-2H3/b9-5+,10-6+
InChI Key
IBMBJDGCQSOXRD-NXZHAISVSA-N
SMILES
COc1cc(/C=C/C(=O)OCC(=O)COC(=O)/C=C/c2ccc(O)c(OC)c2)ccc1O
Source
ZINC000003275769

Warheads

Carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 32 Ring Count 2
Heteroatom Count 9 Rotatable Bond Count 10
Hydrogen Bond Acceptor Count 9 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 128.59 Å2 LogP 2.82
LogS -5.396 LogD 3.269


Absorption

Property Value Property Value
Pgp inhibitor 0.049 Pgp substrate 0.012
HIA 0.957 F20 % 0.986
F30 % 0.268 Caco-2 -5.254
MDCK -5.169


Distribution

Property Value Property Value
BBB Penetration 0.04 PPB 88.741
VD 0.315 Fu 1.704


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.882 CYP1A2 substrate 0.536
CYP2A6 substrate 0.386 CYP2B6 substrate 0.656
CYP2C19 inhibitor 0.243 CYP2C19 substrate 0.516
CYP2C8 substrate 0.611 CYP2C9 inhibitor 0.851
CYP2C9 substrate 0.986 CYP2D6 inhibitor 0.448
CYP2D6 substrate 0.602 CYP2E1 substrate 0.203
CYP3A4 inhibitor 0.611 CYP3A4 substrate 0.201


Excretion

Property Value Property Value
T1/2 0.977 CL 15.424


Toxicity

Property Value Property Value
hERG Blockers 0.011 Hepatotoxicity 0.679
Mutagenicity 0.002 Rat Oral Acute Toxicity 0.015
FDAMDD 0.694 Skin Sensitization 0.994
Carcinogenicity 0.057 Eye Corrosion 0.003
Eye Irritation 0.597 Respiratory Toxicity 0.04


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.362 IGC50 4.63
LC50FM 5.336 LC50DM 5.277


Tox21 Pathway

Property Value Property Value
NR-AR 0.254 NR-AR-LBD 0.984
NR-AhR 0.2 NR-Aromatase 0.215
NR-ER 0.96 NR-ER-LBD 0.761
NR-PPAR-gamma 0.979 SR-ARE 0.749
SR-ATAD5 0.983 SR-HSE 0.904
SR-MMP 0.911 SR-p53 0.903


Similar covalent inhibitors

CI000144

Similarity Score: 0.68

CI006125

Similarity Score: 0.65

CI000955

Similarity Score: 0.53

CI006752

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.