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

ID: ALA594636

PubChem CID: 46227024

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-/m0/s1

Standard InChI Key:  MWBSOXIHLRVCIK-AWEZNQCLSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    4.5443   -7.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5444   -7.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2628   -8.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9765   -7.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9701   -7.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2514   -6.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2485   -5.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5344   -5.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5315   -4.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8159   -5.7768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2443   -4.1209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8147   -4.1212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6888   -8.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6922   -9.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4071   -9.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1191   -9.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1117   -8.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3963   -7.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8213   -7.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5385   -8.2174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8137   -6.9884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  8 10  1  6
  9 11  1  0
  9 12  2  0
  1  2  2  0
 13 14  2  0
  2  3  1  0
 14 15  1  0
  3  4  2  0
 15 16  2  0
  4  5  1  0
 16 17  1  0
  5  6  2  0
 17 18  2  0
 18 13  1  0
  4 13  1  0
  6  1  1  0
 17 19  1  0
  6  7  1  0
 19 20  1  0
  7  8  1  0
 19 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA594636

   (S)-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