(L)-glutamate-gamma-(alpha-naphthylamide)

ID: ALA4095986

Cas Number: 28401-75-4

PubChem CID: 2724379

Product Number: L354328, Order Now?

Max Phase: Preclinical

Molecular Formula: C15H16N2O3

Molecular Weight: 272.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](CCC(=O)Nc1cccc2ccccc12)C(=O)O

Standard InChI:  InChI=1S/C15H16N2O3/c16-12(15(19)20)8-9-14(18)17-13-7-3-5-10-4-1-2-6-11(10)13/h1-7,12H,8-9,16H2,(H,17,18)(H,19,20)/t12-/m0/s1

Standard InChI Key:  QOGFVABMAJFJDJ-LBPRGKRZSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   12.4450   -7.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7359   -6.4074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7359   -7.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0310   -7.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3219   -7.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6128   -7.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6128   -8.4503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9037   -7.2245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4450   -8.4503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1500   -7.2245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1964   -7.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4907   -7.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7839   -7.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7841   -8.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2011   -8.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4999   -8.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5042   -9.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2089  -10.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9108   -9.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9031   -8.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  6
  1  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  2  0
  1 10  1  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 16  1  0
 15 11  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095986

   L-Glutamic acid γ-(α-naphthylamide)

Molecule Features

Natural Product: Yes

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: 272.30

Molecular Weight (Monoisotopic): 272.1161

AlogP: 1.97

#Rotatable Bonds: 5

Polar Surface Area: 92.42

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.13

CX Basic pKa: 9.31

CX LogP: -0.77

CX LogD: -0.78

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: -0.36

References

1.  (2014)  D-serine transporter inhibitors as pharmaceutical compositions for the treatment of central nervous system disorders, 

Source

Source(1):

• Patent Bioactivity Data