(R)-gamma-(4-cyanobenzyl)-L-proline Hydrochloride

ID: ALA4100815

Cas Number: 1266111-77-6

PubChem CID: 17999368

Max Phase: Preclinical

Molecular Formula: C13H15ClN2O2

Molecular Weight: 230.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.N#Cc1ccc(C[C@H]2CN[C@H](C(=O)O)C2)cc1

Standard InChI:  InChI=1S/C13H14N2O2.ClH/c14-7-10-3-1-9(2-4-10)5-11-6-12(13(16)17)15-8-11;/h1-4,11-12,15H,5-6,8H2,(H,16,17);1H/t11-,12+;/m1./s1

Standard InChI Key:  FRODNUGAMWRMKQ-LYCTWNKOSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   10.0120  -13.6382    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.2769  -16.1428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9330  -15.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6709  -14.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8538  -14.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6107  -15.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7098  -15.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3122  -15.3473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8454  -16.7083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3661  -14.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7413  -13.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5568  -13.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9320  -12.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4910  -12.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6708  -12.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2994  -12.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8650  -11.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2394  -10.6031    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
  2  6  1  0
  7  8  2  0
  7  9  1  0
  3  7  1  1
  5 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
 14 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: 1.31

CX Basic pKa: 11.47

CX LogP: -0.77

CX LogD: -0.77

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.82

Np Likeness Score: 0.06

References

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

Source

Source(1):

• Patent Bioactivity Data