Compound information

Natural Products
NACP13757
Molecular Formula
C26H32O4
Molecular Weight
408.230059504 g/mol
Structure
IUPAC Name
1-(4-hydroxy-3-methoxy-phenyl)-13-phenyl-tridec-1-ene-3,5-dione
InChI
InChI=1S/C26H32O4/c1-30-26-19-22(16-18-25(26)29)15-17-24(28)20-23(27)14-10-5-3-2-4-7-11-21-12-8-6-9-13-21/h6,8-9,12-13,15-19,29H,2-5,7,10-11,14,20H2,1H3
InChI Key
BXSFRFGPWVRRCH-UHFFFAOYSA-N
SMILES
O=C(C=CC1=CC=C(O)C(OC)=C1)CC(=O)CCCCCCCCC=2C=CC=CC2
CAS
SuperClass
Phenylpropanoids and polyketides
Class
Cinnamic acids and derivatives
SubClass
Hydroxycinnamic acids and derivatives
Source
CNP0090967

Warheads

Carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 2
Heteroatom Count 4 Rotatable Bond Count 14
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 63.6 Å2 LogP 5.51
LogS -6.564 LogD 3.664


Absorption

Property Value Property Value
Pgp inhibitor 0.98 Pgp substrate 0.001
HIA 0.97 F20 % 0.588
F30 % 0.071 Caco-2 -4.732
MDCK -4.571


Distribution

Property Value Property Value
BBB Penetration 0.999 PPB 75.984
VD 0.726 Fu 2.032


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.857 CYP1A2 substrate 0.563
CYP2A6 substrate 0.44 CYP2B6 substrate 0.614
CYP2C19 inhibitor 0.809 CYP2C19 substrate 0.824
CYP2C8 substrate 0.737 CYP2C9 inhibitor 0.673
CYP2C9 substrate 0.008 CYP2D6 inhibitor 0.8
CYP2D6 substrate 0.442 CYP2E1 substrate 0.273
CYP3A4 inhibitor 0.788 CYP3A4 substrate 0.202


Excretion

Property Value Property Value
T1/2 0.89 CL 7.208


Toxicity

Property Value Property Value
hERG Blockers 0.38 Hepatotoxicity 0.329
Mutagenicity 0.218 Rat Oral Acute Toxicity 0.48
FDAMDD 0.643 Skin Sensitization 0.999
Carcinogenicity 0.007 Eye Corrosion 0.0
Eye Irritation 0.959 Respiratory Toxicity 0.645


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.933 IGC50 5.922
LC50FM 6.961 LC50DM 5.169


Tox21 Pathway

Property Value Property Value
NR-AR 0.578 NR-AR-LBD 0.56
NR-AhR 0.497 NR-Aromatase 0.465
NR-ER 0.828 NR-ER-LBD 0.442
NR-PPAR-gamma 0.893 SR-ARE 0.517
SR-ATAD5 0.723 SR-HSE 0.796
SR-MMP 0.919 SR-p53 0.61


Similar covalent inhibitors

CI000144

Similarity Score: 0.65

CI000955

Similarity Score: 0.53

CI006125

Similarity Score: 0.53



Similar covalent drugs

No similar covalent drugs found for this compound.