Compound information

Natural Products
NACP62969
Molecular Formula
C17H22O4
Molecular Weight
290.151809184 g/mol
Structure
IUPAC Name
1-(4-hydroxy-3-methoxy-phenyl)dec-1-ene-3,5-dione
InChI
InChI=1S/C17H22O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h7-11,20H,3-6,12H2,1-2H3
InChI Key
JUKHKHMSQCQHEN-UHFFFAOYSA-N
SMILES
O=C(C=CC1=CC=C(O)C(OC)=C1)CC(=O)CCCCC
CAS
76060-35-0
SuperClass
Phenylpropanoids and polyketides
Class
Cinnamic acids and derivatives
SubClass
Hydroxycinnamic acids and derivatives
Source
CNP0223356

Warheads

Carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 21 Ring Count 1
Heteroatom Count 4 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 63.6 Å2 LogP 3.02
LogS -4.711 LogD 2.804


Absorption

Property Value Property Value
Pgp inhibitor 0.838 Pgp substrate 0.002
HIA 0.964 F20 % 0.86
F30 % 0.483 Caco-2 -4.736
MDCK -4.577


Distribution

Property Value Property Value
BBB Penetration 0.992 PPB 52.615
VD 1.026 Fu 0.755


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.862 CYP1A2 substrate 0.577
CYP2A6 substrate 0.493 CYP2B6 substrate 0.626
CYP2C19 inhibitor 0.178 CYP2C19 substrate 0.736
CYP2C8 substrate 0.685 CYP2C9 inhibitor 0.258
CYP2C9 substrate 0.07 CYP2D6 inhibitor 0.011
CYP2D6 substrate 0.186 CYP2E1 substrate 0.228
CYP3A4 inhibitor 0.08 CYP3A4 substrate 0.123


Excretion

Property Value Property Value
T1/2 0.969 CL 13.061


Toxicity

Property Value Property Value
hERG Blockers 0.049 Hepatotoxicity 0.348
Mutagenicity 0.232 Rat Oral Acute Toxicity 0.245
FDAMDD 0.369 Skin Sensitization 0.995
Carcinogenicity 0.194 Eye Corrosion 0.005
Eye Irritation 0.933 Respiratory Toxicity 0.873


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.787 IGC50 5.293
LC50FM 5.818 LC50DM 4.751


Tox21 Pathway

Property Value Property Value
NR-AR 0.338 NR-AR-LBD 0.665
NR-AhR 0.299 NR-Aromatase 0.116
NR-ER 0.677 NR-ER-LBD 0.409
NR-PPAR-gamma 0.853 SR-ARE 0.121
SR-ATAD5 0.717 SR-HSE 0.729
SR-MMP 0.617 SR-p53 0.431


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.