Compound information

Natural Products
NACP136604
Molecular Formula
C24H36O4
Molecular Weight
388.261359632 g/mol
Structure
IUPAC Name
1-(4-hydroxy-3-methoxy-phenyl)-15-methyl-hexadec-1-ene-3,5-dione
InChI
InChI=1S/C24H36O4/c1-19(2)11-9-7-5-4-6-8-10-12-21(25)18-22(26)15-13-20-14-16-23(27)24(17-20)28-3/h13-17,19,27H,4-12,18H2,1-3H3
InChI Key
UXCSFMQAMIGSLO-UHFFFAOYSA-N
SMILES
O=C(C=CC1=CC=C(O)C(OC)=C1)CC(=O)CCCCCCCCCC(C)C
CAS
SuperClass
Phenylpropanoids and polyketides
Class
Cinnamic acids and derivatives
SubClass
Hydroxycinnamic acids and derivatives
Source
CNP0090943

Warheads

Carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 1
Heteroatom Count 4 Rotatable Bond Count 15
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 63.6 Å2 LogP 5.926
LogS -6.363 LogD 4.182


Absorption

Property Value Property Value
Pgp inhibitor 0.956 Pgp substrate 0.002
HIA 0.97 F20 % 0.85
F30 % 0.243 Caco-2 -4.708
MDCK -4.59


Distribution

Property Value Property Value
BBB Penetration 0.999 PPB 41.702
VD 1.157 Fu 1.737


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.525 CYP1A2 substrate 0.445
CYP2A6 substrate 0.283 CYP2B6 substrate 0.625
CYP2C19 inhibitor 0.634 CYP2C19 substrate 0.643
CYP2C8 substrate 0.643 CYP2C9 inhibitor 0.556
CYP2C9 substrate 0.014 CYP2D6 inhibitor 0.122
CYP2D6 substrate 0.123 CYP2E1 substrate 0.122
CYP3A4 inhibitor 0.443 CYP3A4 substrate 0.024


Excretion

Property Value Property Value
T1/2 0.764 CL 5.652


Toxicity

Property Value Property Value
hERG Blockers 0.527 Hepatotoxicity 0.57
Mutagenicity 0.537 Rat Oral Acute Toxicity 0.333
FDAMDD 0.315 Skin Sensitization 0.997
Carcinogenicity 0.049 Eye Corrosion 0.006
Eye Irritation 0.911 Respiratory Toxicity 0.815


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.623 IGC50 6.025
LC50FM 6.506 LC50DM 5.818


Tox21 Pathway

Property Value Property Value
NR-AR 0.248 NR-AR-LBD 0.48
NR-AhR 0.076 NR-Aromatase 0.26
NR-ER 0.649 NR-ER-LBD 0.418
NR-PPAR-gamma 0.877 SR-ARE 0.327
SR-ATAD5 0.532 SR-HSE 0.786
SR-MMP 0.848 SR-p53 0.521


Similar covalent inhibitors

CI000144

Similarity Score: 0.67

CI000955

Similarity Score: 0.54

CI006125

Similarity Score: 0.52

CI001839

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.