ID: ALA417544

Max Phase: Preclinical

Molecular Formula: C12H10ClNO4

Molecular Weight: 267.67

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)CCc1c(C(=O)O)[nH]c2ccc(Cl)cc12

Standard InChI:  InChI=1S/C12H10ClNO4/c13-6-1-3-9-8(5-6)7(2-4-10(15)16)11(14-9)12(17)18/h1,3,5,14H,2,4H2,(H,15,16)(H,17,18)

Standard InChI Key:  NUWJPVLEOLACPU-UHFFFAOYSA-N

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

Properties

Molecular Weight: 267.67

Molecular Weight (Monoisotopic): 267.0298

AlogP: 2.54

#Rotatable Bonds: 4

Polar Surface Area: 90.39

Molecular Species: ACID

HBA: 2

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.42

CX Basic pKa:

CX LogP: 2.34

CX LogD: -4.20

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.79

Np Likeness Score: -0.43

References

1. Salituro FG, Harrison BL, Baron BM, Nyce PL, Stewart KT, Kehne JH, White HS, McDonald IA..  (1992)  3-(2-Carboxyindol-3-yl)propionic acid-based antagonists of the N-methyl-D-aspartic acid receptor associated glycine binding site.,  35  (10): [PMID:1534125] [10.1021/jm00088a014]

2. Salituro FG, Harrison BL, Baron BM, Nyce PL, Stewart KT, McDonald IA..  (1990)  3-(2-carboxyindol-3-yl)propionic acid derivatives: antagonists of the strychnine-insensitive glycine receptor associated with the N-methyl-D-aspartate receptor complex.,  33  (11): [PMID:2146391] [10.1021/jm00173a003]

3. 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]

4. 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(1):

• Scientific Literature