Compound information

Natural Products
NACP55758
Molecular Formula
C17H21NO3
Molecular Weight
287.152143532 g/mol
Structure
IUPAC Name
5-(4-hydroxy-3-methoxy-phenyl)-1-(1-piperidyl)penta-2,4-dien-1-one
InChI
InChI=1S/C17H21NO3/c1-21-16-13-14(9-10-15(16)19)7-3-4-8-17(20)18-11-5-2-6-12-18/h3-4,7-10,13,19H,2,5-6,11-12H2,1H3
InChI Key
IUGIGWWOEYFTDM-UHFFFAOYSA-N
SMILES
O=C(C=CC=CC1=CC=C(O)C(OC)=C1)N2CCCCC2
CAS
SuperClass
Benzenoids
Class
Phenols
SubClass
Methoxyphenols
Source
CNP0350469

Warheads

Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 21 Ring Count 2
Heteroatom Count 4 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 49.77 Å2 LogP 3.015
LogS -3.352 LogD 3.341


Absorption

Property Value Property Value
Pgp inhibitor 0.769 Pgp substrate 0.002
HIA 0.964 F20 % 0.906
F30 % 0.156 Caco-2 -4.681
MDCK -4.839


Distribution

Property Value Property Value
BBB Penetration 0.989 PPB 87.126
VD 0.859 Fu 0.74


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.959 CYP1A2 substrate 0.705
CYP2A6 substrate 0.811 CYP2B6 substrate 0.65
CYP2C19 inhibitor 0.384 CYP2C19 substrate 0.733
CYP2C8 substrate 0.695 CYP2C9 inhibitor 0.069
CYP2C9 substrate 0.094 CYP2D6 inhibitor 0.022
CYP2D6 substrate 0.928 CYP2E1 substrate 0.578
CYP3A4 inhibitor 0.351 CYP3A4 substrate 0.499


Excretion

Property Value Property Value
T1/2 0.847 CL 9.733


Toxicity

Property Value Property Value
hERG Blockers 0.215 Hepatotoxicity 0.229
Mutagenicity 0.003 Rat Oral Acute Toxicity 0.241
FDAMDD 0.639 Skin Sensitization 0.999
Carcinogenicity 0.066 Eye Corrosion 0.001
Eye Irritation 0.689 Respiratory Toxicity 0.423


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.93 IGC50 5.121
LC50FM 5.49 LC50DM 4.614


Tox21 Pathway

Property Value Property Value
NR-AR 0.225 NR-AR-LBD 0.775
NR-AhR 0.526 NR-Aromatase 0.558
NR-ER 0.676 NR-ER-LBD 0.653
NR-PPAR-gamma 0.912 SR-ARE 0.952
SR-ATAD5 0.819 SR-HSE 0.96
SR-MMP 0.774 SR-p53 0.916


Similar covalent inhibitors

CI006133

Similarity Score: 0.57

CI006125

Similarity Score: 0.54

CI000144

Similarity Score: 0.53

CI006132

Similarity Score: 0.53

CI006134

Similarity Score: 0.53



Similar covalent drugs

No similar covalent drugs found for this compound.