(RS)-2-Amino-3-(30-(carboxymethyl)biphenyl-3-yl)propanoic acid

ID: ALA602590

PubChem CID: 46227043

Max Phase: Preclinical

Molecular Formula: C17H17NO4

Molecular Weight: 299.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(Cc1cccc(-c2cccc(CC(=O)O)c2)c1)C(=O)O

Standard InChI:  InChI=1S/C17H17NO4/c18-15(17(21)22)9-11-3-1-5-13(7-11)14-6-2-4-12(8-14)10-16(19)20/h1-8,15H,9-10,18H2,(H,19,20)(H,21,22)

Standard InChI Key:  NZEVOFHNVINPTO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -3.7098  -13.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7109  -13.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9961  -14.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2797  -13.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2825  -13.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9979  -12.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5681  -14.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5681  -15.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8539  -15.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1391  -15.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1430  -14.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8579  -13.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0004  -11.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7161  -11.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7185  -10.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4293  -11.7706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0053  -10.1164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4342  -10.1206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5693  -13.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2859  -14.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983  -13.8127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2901  -15.0538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
 11 12  2  0
 12  7  1  0
  4  7  1  0
  6  1  1  0
  6 13  1  0
  1  2  2  0
 13 14  1  0
  3  4  2  0
 14 15  1  0
  7  8  2  0
 14 16  1  0
 15 17  1  0
  8  9  1  0
 15 18  2  0
  4  5  1  0
 11 19  1  0
  9 10  2  0
 19 20  1  0
  2  3  1  0
 20 21  1  0
 10 11  1  0
 20 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA602590

   2-Amino-3-[3-[3-(carboxymethyl)phenyl]phenyl]propanoic 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: 299.33

Molecular Weight (Monoisotopic): 299.1158

AlogP: 1.94

#Rotatable Bonds: 6

Polar Surface Area: 100.62

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.39

CX Basic pKa: 9.44

CX LogP: 0.01

CX LogD: -2.59

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: 0.28

References

1. Szymańska E, Pickering DS, Nielsen B, Johansen TN..  (2009)  3-Substituted phenylalanines as selective AMPA- and kainate receptor ligands.,  17  (17): [PMID:19656686] [10.1016/j.bmc.2009.07.021]

Source

Source(1):

• Scientific Literature