(R)-gamma-(2-cyanobenzyl)-L-proline Hydrochloride

ID: ALA4101466

Cas Number: 1049743-86-3

PubChem CID: 2762033

Max Phase: Preclinical

Molecular Formula: C13H15ClN2O2

Molecular Weight: 230.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.N#Cc1ccccc1C[C@H]1CN[C@H](C(=O)O)C1

Standard InChI:  InChI=1S/C13H14N2O2.ClH/c14-7-11-4-2-1-3-10(11)5-9-6-12(13(16)17)15-8-9;/h1-4,9,12,15H,5-6,8H2,(H,16,17);1H/t9-,12+;/m1./s1

Standard InChI Key:  CCANPXGPMAXDIM-KATIXKQHSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   10.7839  -11.9036    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.7945  -13.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4650  -13.9586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1295  -13.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8647  -12.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0421  -12.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9121  -13.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0896  -14.5117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5212  -13.1548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5560  -12.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9496  -11.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7754  -11.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1690  -10.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7372   -9.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9075   -9.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5176  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6987  -10.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8784  -10.6523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  2  1  0
  4  7  1  1
  7  8  2  0
  7  9  1  0
  6 10  1  6
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  3  0
 16 17  1  0
M  END

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: 230.27

Molecular Weight (Monoisotopic): 230.1055

AlogP: 1.16

#Rotatable Bonds: 3

Polar Surface Area: 73.12

Molecular Species: ZWITTERION

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.01

CX Basic pKa: 11.42

CX LogP: -0.77

CX LogD: -0.77

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.82

Np Likeness Score: -0.16

References

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

Source

Source(1):

• Patent Bioactivity Data