SID4258075

ID: ALA1508899

Chembl Id: CHEMBL1508899

Cas Number: 100394-23-8

PubChem CID: 963505

Max Phase: Preclinical

Molecular Formula: C13H13NO5

Molecular Weight: 263.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2[nH]c(C(=O)O)c(CCC(=O)O)c2c1

Standard InChI:  InChI=1S/C13H13NO5/c1-19-7-2-4-10-9(6-7)8(3-5-11(15)16)12(14-10)13(17)18/h2,4,6,14H,3,5H2,1H3,(H,15,16)(H,17,18)

Standard InChI Key:  GOWUBWYAUQFOOY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1508899

   3-(2-carboxyethyl)-5-methoxy-1H-indole-2-carboxylic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 263.25

Molecular Weight (Monoisotopic): 263.0794

AlogP: 1.89

#Rotatable Bonds: 5

Polar Surface Area: 99.62

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.44

CX Basic pKa:

CX LogP: 1.57

CX LogD: -4.78

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.76

Np Likeness Score: -0.09

References

1. PubChem BioAssay data set, 

2. Akladios FN, Nadvi NA, Park J, Hanrahan JR, Kapoor V, Gorrell MD, Church WB..  (2012)  Design and synthesis of novel inhibitors of human kynurenine aminotransferase-I.,  22  (4): [PMID:22281190] [10.1016/j.bmcl.2011.12.138]

3. Baqi Y, Pillaiyar T, Abdelrahman A, Kaufmann O, Alshaibani S, Rafehi M, Ghasimi S, Akkari R, Ritter K, Simon K, Spinrath A, Kostenis E, Zhao Q, Köse M, Namasivayam V, Müller CE..  (2018)  3-(2-Carboxyethyl)indole-2-carboxylic Acid Derivatives: Structural Requirements and Properties of Potent Agonists of the Orphan G Protein-Coupled Receptor GPR17.,  61  (18): [PMID:30048589] [10.1021/acs.jmedchem.7b01768]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays