Compound information

Natural Products
NACP116154
Molecular Formula
C12H10O4
Molecular Weight
218.0579088 g/mol
Structure
IUPAC Name
5-(1,3-benzodioxol-5-yl)penta-2,4-dienoic acid
InChI
InChI=1S/C12H10O4/c13-12(14)4-2-1-3-9-5-6-10-11(7-9)16-8-15-10/h1-7H,8H2,(H,13,14)
InChI Key
RHBGITBPARBDPH-UHFFFAOYSA-N
SMILES
O=C(O)C=CC=CC1=CC=C2OCOC2=C1
CAS
SuperClass
Organoheterocyclic compounds
Class
Benzodioxoles
SubClass
NaN
Source
CNP0229122

Warheads

Acrylate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 16 Ring Count 2
Heteroatom Count 4 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 55.76 Å2 LogP 2.991
LogS -3.521 LogD 1.836


Absorption

Property Value Property Value
Pgp inhibitor 0.972 Pgp substrate 0.001
HIA 0.96 F20 % 0.984
F30 % 0.748 Caco-2 -4.563
MDCK -4.489


Distribution

Property Value Property Value
BBB Penetration 0.944 PPB 73.082
VD 0.296 Fu 0.674


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.968 CYP1A2 substrate 0.758
CYP2A6 substrate 0.759 CYP2B6 substrate 0.627
CYP2C19 inhibitor 0.027 CYP2C19 substrate 0.63
CYP2C8 substrate 0.754 CYP2C9 inhibitor 0.07
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.123
CYP2D6 substrate 0.811 CYP2E1 substrate 0.715
CYP3A4 inhibitor 0.01 CYP3A4 substrate 0.857


Excretion

Property Value Property Value
T1/2 0.854 CL 13.767


Toxicity

Property Value Property Value
hERG Blockers 0.02 Hepatotoxicity 0.232
Mutagenicity 0.0 Rat Oral Acute Toxicity 0.277
FDAMDD 0.562 Skin Sensitization 0.997
Carcinogenicity 0.837 Eye Corrosion 0.002
Eye Irritation 0.946 Respiratory Toxicity 0.865


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.503 IGC50 3.875
LC50FM 4.527 LC50DM 4.732


Tox21 Pathway

Property Value Property Value
NR-AR 0.357 NR-AR-LBD 0.594
NR-AhR 0.609 NR-Aromatase 0.041
NR-ER 0.356 NR-ER-LBD 0.402
NR-PPAR-gamma 0.876 SR-ARE 0.946
SR-ATAD5 0.674 SR-HSE 0.845
SR-MMP 0.022 SR-p53 0.403


Similar covalent inhibitors

CI006750

Similarity Score: 0.79

CI000023

Similarity Score: 0.53

CI006746

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.