(R)-gamma-(2-fluorobenzyl)-L-proline

ID: ALA4098618

Cas Number: 1049977-87-8

PubChem CID: 2761966

Max Phase: Preclinical

Molecular Formula: C12H14FNO2

Molecular Weight: 223.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)[C@@H]1C[C@@H](Cc2ccccc2F)CN1

Standard InChI:  InChI=1S/C12H14FNO2/c13-10-4-2-1-3-9(10)5-8-6-11(12(15)16)14-7-8/h1-4,8,11,14H,5-7H2,(H,15,16)/t8-,11+/m1/s1

Standard InChI Key:  YBSCAHGEMRXWBQ-KCJUWKMLSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    8.8196  -12.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4873  -12.9262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1491  -12.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8854  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0662  -11.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9284  -12.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1052  -13.4771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5350  -12.1257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5821  -10.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9741  -10.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7964  -10.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1884   -9.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7584   -8.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9322   -8.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5439   -9.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7271   -9.6081    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
 15 16  1  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA4098618

   (2S,4R)-4-(2-Fluorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride

2. Parent:

   

   ALA4098618

   (2S,4R)-4-(2-Fluorobenzyl)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: 223.25

Molecular Weight (Monoisotopic): 223.1009

AlogP: 1.43

#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: 1.71

CX Basic pKa: 11.41

CX LogP: -0.48

CX LogD: -0.48

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.81

Np Likeness Score: -0.13

References

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

Source

Source(1):

• Patent Bioactivity Data