(2S,4R)-4-(3-chlorophenoxy)pyrrolidine-2-carboxylic acid Hydrochloride

ID: ALA4103869

PubChem CID: 137658526

Max Phase: Preclinical

Molecular Formula: C11H13Cl2NO3

Molecular Weight: 241.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=C(O)[C@@H]1C[C@@H](Oc2cccc(Cl)c2)CN1

Standard InChI:  InChI=1S/C11H12ClNO3.ClH/c12-7-2-1-3-8(4-7)16-9-5-10(11(14)15)13-6-9;/h1-4,9-10,13H,5-6H2,(H,14,15);1H/t9-,10+;/m1./s1

Standard InChI Key:  UKPGMXGYVXPVBI-UXQCFNEQSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   11.6679  -11.2554    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.2403  -13.6871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8964  -13.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6342  -12.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8171  -12.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5740  -13.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6732  -13.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2756  -12.8916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8087  -14.2526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3312  -11.7758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5163  -11.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0766  -11.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2617  -11.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8820  -11.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3177  -12.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1325  -12.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8261  -10.4586    0.0000 Cl  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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 10 11  1  0
 13 17  1  0
  5 10  1  6
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: 241.67

Molecular Weight (Monoisotopic): 241.0506

AlogP: 1.53

#Rotatable Bonds: 3

Polar Surface Area: 58.56

Molecular Species: ZWITTERION

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.27

CX Basic pKa: 10.65

CX LogP: -0.78

CX LogD: -0.78

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.84

Np Likeness Score: -0.17

References

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

Source

Source(1):

• Patent Bioactivity Data