Compound information

Natural Products
ZC1802571
Molecular Formula
C21H22O6
Molecular Weight
370.141638424 g/mol
Structure
IUPAC Name
(E)-1,7-bis(4-hydroxy-3-methoxy-phenyl)hept-1-ene-3,5-dione
InChI
InChI=1S/C21H22O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3,5-7,9-12,24-25H,4,8,13H2,1-2H3/b7-3+
InChI Key
MUYJSOCNDLUHPJ-XVNBXDOJSA-N
SMILES
COc1cc(/C=C/C(=O)CC(=O)CCc2ccc(O)c(OC)c2)ccc1O
Source
ZINC000013412576

Warheads

Carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 2
Heteroatom Count 6 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 93.06 Å2 LogP 2.432
LogS -5.143 LogD 2.828


Absorption

Property Value Property Value
Pgp inhibitor 0.032 Pgp substrate 0.002
HIA 0.96 F20 % 0.99
F30 % 0.969 Caco-2 -4.77
MDCK -4.951


Distribution

Property Value Property Value
BBB Penetration 0.039 PPB 92.998
VD 0.827 Fu 1.335


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.686 CYP1A2 substrate 0.587
CYP2A6 substrate 0.413 CYP2B6 substrate 0.663
CYP2C19 inhibitor 0.236 CYP2C19 substrate 0.718
CYP2C8 substrate 0.778 CYP2C9 inhibitor 0.802
CYP2C9 substrate 0.144 CYP2D6 inhibitor 0.642
CYP2D6 substrate 0.56 CYP2E1 substrate 0.17
CYP3A4 inhibitor 0.857 CYP3A4 substrate 0.064


Excretion

Property Value Property Value
T1/2 0.985 CL 15.442


Toxicity

Property Value Property Value
hERG Blockers 0.026 Hepatotoxicity 0.358
Mutagenicity 0.002 Rat Oral Acute Toxicity 0.036
FDAMDD 0.652 Skin Sensitization 0.996
Carcinogenicity 0.397 Eye Corrosion 0.001
Eye Irritation 0.952 Respiratory Toxicity 0.429


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.0 IGC50 5.38
LC50FM 5.521 LC50DM 4.653


Tox21 Pathway

Property Value Property Value
NR-AR 0.51 NR-AR-LBD 0.905
NR-AhR 0.722 NR-Aromatase 0.183
NR-ER 0.877 NR-ER-LBD 0.689
NR-PPAR-gamma 0.955 SR-ARE 0.556
SR-ATAD5 0.914 SR-HSE 0.601
SR-MMP 0.87 SR-p53 0.689


Similar covalent inhibitors

CI000144

Similarity Score: 0.74

CI000955

Similarity Score: 0.58

CI006125

Similarity Score: 0.57

CI001839

Similarity Score: 0.54

CI001827

Similarity Score: 0.53

CI001053

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.