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N-(3-Ethoxy-4-hydroxycinnamoyl)anthranilic acid ID: ALA4551396
PubChem CID: 155555048
Max Phase: Preclinical
Molecular Formula: C18H17NO5
Molecular Weight: 327.34
Molecule Type: Unknown
This compound is available for customization.
Associated Items:
Names and Identifiers Canonical SMILES: CCOc1cc(/C=C/C(=O)Nc2ccccc2C(=O)O)ccc1O
Standard InChI: InChI=1S/C18H17NO5/c1-2-24-16-11-12(7-9-15(16)20)8-10-17(21)19-14-6-4-3-5-13(14)18(22)23/h3-11,20H,2H2,1H3,(H,19,21)(H,22,23)/b10-8+
Standard InChI Key: NNTSHWHAMWNNPN-CSKARUKUSA-N
Molfile:
RDKit 2D
24 25 0 0 0 0 0 0 0 0999 V2000
35.8601 -16.6946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
35.8589 -17.5141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
36.5670 -17.9231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
37.2766 -17.5137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
37.2738 -16.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
36.5652 -16.2857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
37.9800 -16.2797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.6892 -16.6857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
39.3954 -16.2744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
40.1046 -16.6803 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
39.3923 -15.4572 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
40.8108 -16.2691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
41.5160 -16.6767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
42.2217 -16.2662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
42.2191 -15.4481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
41.5049 -15.0424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
40.8021 -15.4553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
41.5172 -17.4939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
42.2255 -17.9015 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
40.8101 -17.9035 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
36.5668 -18.7403 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
35.8590 -19.1487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
35.8588 -19.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
35.1509 -17.9222 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1 2 2 0
2 3 1 0
3 4 2 0
4 5 1 0
5 6 2 0
6 1 1 0
5 7 1 0
7 8 2 0
8 9 1 0
9 10 1 0
9 11 2 0
10 12 1 0
12 13 2 0
13 14 1 0
14 15 2 0
15 16 1 0
16 17 2 0
17 12 1 0
13 18 1 0
18 19 1 0
18 20 2 0
3 21 1 0
21 22 1 0
22 23 1 0
2 24 1 0
M END Associated Targets(Human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 327.34Molecular Weight (Monoisotopic): 327.1107AlogP: 3.14#Rotatable Bonds: 6Polar Surface Area: 95.86Molecular Species: ACIDHBA: 4HBD: 3#RO5 Violations: ┄HBA (Lipinski): 6HBD (Lipinski): 3#RO5 Violations (Lipinski): ┄CX Acidic pKa: 3.55CX Basic pKa: ┄CX LogP: 3.77CX LogD: 0.41Aromatic Rings: 2Heavy Atoms: 24QED Weighted: 0.71Np Likeness Score: -0.33
References 1. Chandrabalan A, McPhillie MJ, Morice AH, Boa AN, Sadofsky LR.. (2019) N-Cinnamoylanthranilates as human TRPA1 modulators: Structure-activity relationships and channel binding sites., 170 [PMID:30878828 ] [10.1016/j.ejmech.2019.02.074 ]