(2S,3R)-3-(carboxymethyl)pyrrolidinium-2-carboxylate

ID: ALA19742

Chembl Id: CHEMBL19742

Cas Number: 117856-26-5

PubChem CID: 195241

Max Phase: Preclinical

Molecular Formula: C7H11NO4

Molecular Weight: 173.17

Molecule Type: Small molecule

Names and Identifiers

Synonyms: trans-CPPA | 2-Carboxy-3-pyrrolidineacetic acid|117856-26-5|(2S,3R)-3-(carboxymethyl)pyrrolidine-2-carboxylic acid|Trans-3-(carboxymethyl)pyrrolidine-2-carboxylic acid|2-Cpaa|trans-CPPA|3-(Carboxymethyl)proline|CHEMBL19742|DTXSID90922565

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

Standard InChI:  InChI=1S/C7H11NO4/c9-5(10)3-4-1-2-8-6(4)7(11)12/h4,6,8H,1-3H2,(H,9,10)(H,11,12)/t4-,6+/m1/s1

Standard InChI Key:  SAFIVXBDNCNBIX-XINAWCOVSA-N

Alternative Forms

1. Parent:

   

   ALA19742

   TRANS-CPPA

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: 173.17

Molecular Weight (Monoisotopic): 173.0688

AlogP: -0.48

#Rotatable Bonds: 3

Polar Surface Area: 86.63

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.49

CX Basic pKa: 11.52

CX LogP: -3.11

CX LogD: -6.06

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.54

Np Likeness Score: 1.01

References

1. Bridges RJ, Lovering FE, Humphrey JM, Stanley MS, Blakely TN, Cristofaro MF, Chamberlin A.  (1993)  Conformationally restricted inhibitors of the high affinity -glutamate transporter,  3  (1): [10.1016/S0960-894X(00)80103-1]

2. Sonnenberg JD, Koch HP, Willis CL, Bradbury F, Dauenhauer D, Bridges RJ, Chamberlin A.  (1996)  The role of the C-4 side chain of kainate and dihydrokainate in EAA receptor and transporter selectivity,  6  (13): [10.1016/S0960-894X(96)00284-3]

3. Wang W, Simovic DD, Di M, Fieber L, Rein KS..  (2013)  Synthesis, receptor binding and activity of iso and azakainoids.,  23  (7): [PMID:23481645] [10.1016/j.bmcl.2013.02.046]

Source

Source(1):

• Scientific Literature