(RS)-2-(3-(2-Amino-2-carboxyethyl)benzyl)benzoic acid

ID: ALA594842

PubChem CID: 46227011

Max Phase: Preclinical

Molecular Formula: C17H17NO4

Molecular Weight: 299.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(Cc1cccc(Cc2ccccc2C(=O)O)c1)C(=O)O

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

Standard InChI Key:  IMEKNVBGLIXWCZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    2.8982   -0.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8983   -1.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6171   -1.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3312   -1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3248   -0.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6057    0.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6028    0.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883    1.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8854    2.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1683    2.5537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0474   -1.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7587   -1.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4734   -1.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1843   -1.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1800   -0.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4588    0.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7508   -0.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4757   -2.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7630   -2.8041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1906   -2.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1695    0.8973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5986    2.5540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  2  0
  4 11  1  0
  1  2  2  0
 11 12  1  0
  2  3  1  0
 12 13  2  0
  3  4  2  0
 13 14  1  0
  4  5  1  0
 14 15  2  0
  5  6  2  0
 15 16  1  0
  6  1  1  0
 16 17  2  0
 17 12  1  0
  6  7  1  0
 13 18  1  0
  7  8  1  0
 18 19  2  0
  8  9  1  0
 18 20  1  0
  8 21  1  0
  9 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA594842

   2-[[3-(2-Amino-2-carboxyethyl)phenyl]methyl]benzoic 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: 1.93

#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: 1.99

CX Basic pKa: 9.45

CX LogP: 0.48

CX LogD: -2.69

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: 0.24

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