(R)-gamma-(4-fluorobenzyl)-L-proline

ID: ALA4098956

PubChem CID: 137660904

Max Phase: Preclinical

Molecular Formula: C12H14FNO2

Molecular Weight: 223.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)[C@@H]1NCC[C@H]1Cc1ccc(F)cc1

Standard InChI:  InChI=1S/C12H14FNO2/c13-10-3-1-8(2-4-10)7-9-5-6-14-11(9)12(15)16/h1-4,9,11,14H,5-7H2,(H,15,16)/t9-,11+/m0/s1

Standard InChI Key:  BIRXVOHKUMXUMR-GXSJLCMTSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   25.8824  -14.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3305  -14.6516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6680  -14.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9312  -13.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7570  -13.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0030  -14.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7047  -15.2084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2745  -13.8394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4518  -12.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8540  -11.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6782  -11.9718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0803  -11.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6574  -10.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8269  -10.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4301  -11.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0586   -9.8255    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  1  1
  3  4  1  0
  4  5  1  0
  5  6  1  0
  2  6  1  0
  1  7  2  0
  1  8  1  0
  4  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
 13 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098956

   ---

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: 1.63

CX Basic pKa: 11.48

CX LogP: -0.48

CX LogD: -0.48

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.81

Np Likeness Score: 0.29

References

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

Source

Source(1):

• Patent Bioactivity Data