(R)-gamma-(3,4-difluorobenzyl)-L-proline

ID: ALA4102013

Cas Number: 1049743-09-0

PubChem CID: 2762022

Max Phase: Preclinical

Molecular Formula: C12H13F2NO2

Molecular Weight: 241.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)[C@@H]1C[C@@H](Cc2ccc(F)c(F)c2)CN1

Standard InChI:  InChI=1S/C12H13F2NO2/c13-9-2-1-7(4-10(9)14)3-8-5-11(12(16)17)15-6-8/h1-2,4,8,11,15H,3,5-6H2,(H,16,17)/t8-,11+/m1/s1

Standard InChI Key:  BTEOPQVSZPLYIX-KCJUWKMLSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   17.4579  -12.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1256  -13.4628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7874  -12.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5237  -12.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7045  -12.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5667  -13.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7435  -14.0136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1733  -12.6623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2204  -11.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6124  -10.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4345  -10.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8266  -10.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3965   -9.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5701   -9.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1817  -10.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6435  -10.0521    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.7852   -8.6525    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  3  6  1  1
  6  7  2  0
  6  8  1  0
  5  9  1  6
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 12 16  1  0
 13 17  1  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA4102013

   (R)-gamma-(3,4-difluoro-benzyl)-L-proline-HCl

2. Parent:

   

   ALA4102013

   (2S,4R)-4-(3,4-Difluorobenzyl)pyrrolidine-2-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: 241.24

Molecular Weight (Monoisotopic): 241.0914

AlogP: 1.57

#Rotatable Bonds: 3

Polar Surface Area: 49.33

Molecular Species: ZWITTERION

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.33

CX Basic pKa: 11.46

CX LogP: -0.34

CX LogD: -0.34

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.84

Np Likeness Score: -0.23

References

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

Source

Source(1):

• Patent Bioactivity Data