(R)-30-(2-Amino-2-carboxyethyl)biphenyl-3-carboxylic acid

ID: ALA594637

PubChem CID: 46227025

Max Phase: Preclinical

Molecular Formula: C16H15NO4

Molecular Weight: 285.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@H](Cc1cccc(-c2cccc(C(=O)O)c2)c1)C(=O)O

Standard InChI:  InChI=1S/C16H15NO4/c17-14(16(20)21)8-10-3-1-4-11(7-10)12-5-2-6-13(9-12)15(18)19/h1-7,9,14H,8,17H2,(H,18,19)(H,20,21)/t14-/m1/s1

Standard InChI Key:  MWBSOXIHLRVCIK-CQSZACIVSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   12.0957   -7.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0958   -8.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8143   -8.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5279   -8.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5215   -7.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8029   -6.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8000   -6.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0858   -5.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0829   -4.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3662   -4.4332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2403   -8.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2437   -9.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9586   -9.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6706   -9.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6632   -8.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9477   -8.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3727   -8.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0900   -8.5294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3652   -7.3004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3674   -6.0889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7958   -4.4329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  2  0
  1  2  2  0
 11 12  2  0
  2  3  1  0
 12 13  1  0
  3  4  2  0
 13 14  2  0
  4  5  1  0
 14 15  1  0
  5  6  2  0
 15 16  2  0
 16 11  1  0
  4 11  1  0
  6  1  1  0
 15 17  1  0
  6  7  1  0
 17 18  1  0
  7  8  1  0
 17 19  2  0
  8  9  1  0
  8 20  1  1
  9 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA594637

   (R)-30-(2-Amino-2-carboxyethyl)biphenyl-3-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: 285.30

Molecular Weight (Monoisotopic): 285.1001

AlogP: 2.01

#Rotatable Bonds: 5

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: 2.18

CX Basic pKa: 9.44

CX LogP: 0.05

CX LogD: -2.88

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.78

Np Likeness Score: 0.19

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