Compound information

Natural Products
NACP109691
Molecular Formula
C21H30O4
Molecular Weight
346.21440944 g/mol
Structure
IUPAC Name
1-(4-hydroxy-3-methoxy-phenyl)tetradec-1-ene-3,5-dione
InChI
InChI=1S/C21H30O4/c1-3-4-5-6-7-8-9-10-18(22)16-19(23)13-11-17-12-14-20(24)21(15-17)25-2/h11-15,24H,3-10,16H2,1-2H3
InChI Key
QJDGTTCAEQPSJA-UHFFFAOYSA-N
SMILES
O=C(C=CC1=CC=C(O)C(OC)=C1)CC(=O)CCCCCCCCC
CAS
136826-50-1
SuperClass
Phenylpropanoids and polyketides
Class
Cinnamic acids and derivatives
SubClass
Hydroxycinnamic acids and derivatives
Source
CNP0296363

Warheads

Carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 Ring Count 1
Heteroatom Count 4 Rotatable Bond Count 13
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 63.6 Å2 LogP 4.844
LogS -5.909 LogD 3.644


Absorption

Property Value Property Value
Pgp inhibitor 0.874 Pgp substrate 0.002
HIA 0.969 F20 % 0.334
F30 % 0.109 Caco-2 -4.739
MDCK -4.577


Distribution

Property Value Property Value
BBB Penetration 0.997 PPB 40.673
VD 0.794 Fu 1.391


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.908 CYP1A2 substrate 0.516
CYP2A6 substrate 0.394 CYP2B6 substrate 0.629
CYP2C19 inhibitor 0.341 CYP2C19 substrate 0.656
CYP2C8 substrate 0.636 CYP2C9 inhibitor 0.54
CYP2C9 substrate 0.014 CYP2D6 inhibitor 0.045
CYP2D6 substrate 0.16 CYP2E1 substrate 0.377
CYP3A4 inhibitor 0.383 CYP3A4 substrate 0.047


Excretion

Property Value Property Value
T1/2 0.9 CL 8.629


Toxicity

Property Value Property Value
hERG Blockers 0.627 Hepatotoxicity 0.213
Mutagenicity 0.476 Rat Oral Acute Toxicity 0.295
FDAMDD 0.403 Skin Sensitization 0.997
Carcinogenicity 0.103 Eye Corrosion 0.004
Eye Irritation 0.923 Respiratory Toxicity 0.831


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.536 IGC50 5.746
LC50FM 6.36 LC50DM 5.432


Tox21 Pathway

Property Value Property Value
NR-AR 0.431 NR-AR-LBD 0.572
NR-AhR 0.153 NR-Aromatase 0.303
NR-ER 0.673 NR-ER-LBD 0.412
NR-PPAR-gamma 0.881 SR-ARE 0.393
SR-ATAD5 0.66 SR-HSE 0.775
SR-MMP 0.923 SR-p53 0.589


Similar covalent inhibitors

CI000144

Similarity Score: 0.72

CI000955

Similarity Score: 0.57

CI006125

Similarity Score: 0.55

CI001839

Similarity Score: 0.53

CI001827

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.