Compound information

Natural Products
NACP62884
Molecular Formula
C21H20O5
Molecular Weight
352.13107374 g/mol
Structure
IUPAC Name
1,7-bis(4-hydroxy-3-methoxy-phenyl)hepta-1,4,6-trien-3-one
InChI
InChI=1S/C21H20O5/c1-25-20-13-15(8-11-18(20)23)5-3-4-6-17(22)10-7-16-9-12-19(24)21(14-16)26-2/h3-14,23-24H,1-2H3
InChI Key
JUDCTVXWYFNGQQ-UHFFFAOYSA-N
SMILES
O=C(C=CC=CC1=CC=C(O)C(OC)=C1)C=CC2=CC=C(O)C(OC)=C2
CAS
SuperClass
Phenylpropanoids and polyketides
Class
Diarylheptanoids
SubClass
Linear diarylheptanoids
Source
CNP0184158

Warheads

Michael Acceptor


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 2
Heteroatom Count 5 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 75.99 Å2 LogP 3.735
LogS -6.184 LogD 3.749


Absorption

Property Value Property Value
Pgp inhibitor 0.551 Pgp substrate 0.001
HIA 0.96 F20 % 0.967
F30 % 0.826 Caco-2 -5.004
MDCK -4.692


Distribution

Property Value Property Value
BBB Penetration 0.017 PPB 81.851
VD 0.855 Fu 1.589


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.98 CYP1A2 substrate 0.81
CYP2A6 substrate 0.756 CYP2B6 substrate 0.593
CYP2C19 inhibitor 0.256 CYP2C19 substrate 0.719
CYP2C8 substrate 0.765 CYP2C9 inhibitor 0.684
CYP2C9 substrate 0.599 CYP2D6 inhibitor 0.01
CYP2D6 substrate 0.825 CYP2E1 substrate 0.324
CYP3A4 inhibitor 0.604 CYP3A4 substrate 0.142


Excretion

Property Value Property Value
T1/2 0.918 CL 11.547


Toxicity

Property Value Property Value
hERG Blockers 0.143 Hepatotoxicity 0.052
Mutagenicity 0.001 Rat Oral Acute Toxicity 0.205
FDAMDD 0.96 Skin Sensitization 0.994
Carcinogenicity 0.134 Eye Corrosion 0.001
Eye Irritation 0.941 Respiratory Toxicity 0.662


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.623 IGC50 6.389
LC50FM 7.275 LC50DM 5.718


Tox21 Pathway

Property Value Property Value
NR-AR 0.252 NR-AR-LBD 0.897
NR-AhR 0.764 NR-Aromatase 0.888
NR-ER 0.813 NR-ER-LBD 0.833
NR-PPAR-gamma 0.973 SR-ARE 0.965
SR-ATAD5 0.892 SR-HSE 0.972
SR-MMP 0.982 SR-p53 0.923


Similar covalent inhibitors

CI006125

Similarity Score: 0.68

CI000144

Similarity Score: 0.67

CI006752

Similarity Score: 0.53

CI000955

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.