(RS)-2-Amino-3-(3,4-dichloro-5-(5-hydroxypyridin-3-yl)phenyl)-propanoic Acid

ID: ALA3758779

Chembl Id: CHEMBL3758779

PubChem CID: 127025252

Max Phase: Preclinical

Molecular Formula: C14H12Cl2N2O3

Molecular Weight: 327.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(Cc1cc(Cl)c(Cl)c(-c2cncc(O)c2)c1)C(=O)O

Standard InChI:  InChI=1S/C14H12Cl2N2O3/c15-11-2-7(3-12(17)14(20)21)1-10(13(11)16)8-4-9(19)6-18-5-8/h1-2,4-6,12,19H,3,17H2,(H,20,21)

Standard InChI Key:  JDADEROVQGCQQJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3758779

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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: 327.17

Molecular Weight (Monoisotopic): 326.0225

AlogP: 2.72

#Rotatable Bonds: 4

Polar Surface Area: 96.44

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.53

CX Basic pKa: 10.31

CX LogP: 0.12

CX LogD: 0.06

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: 0.21

References

1. Szymanska E, Frydenvang K, Pickering DS, Krintel C, Nielsen B, Kooshki A, Zachariassen LG, Olsen L, Kastrup JS, Johansen TN..  (2016)  Studies on Aryl-Substituted Phenylalanines: Synthesis, Activity, and Different Binding Modes at AMPA Receptors.,  59  (1): [PMID:26653877] [10.1021/acs.jmedchem.5b01666]

2. Szymańska E, Nielsen B, Johansen TN, Cuñado Moral AM, Pickering DS, Szczepańska K, Mickowska A, Kieć-Kononowicz K..  (2017)  Pharmacological characterization and binding modes of novel racemic and optically active phenylalanine-based antagonists of AMPA receptors.,  138  [PMID:28738307] [10.1016/j.ejmech.2017.07.007]

Source

Source(1):

• Scientific Literature