(2R,3R)-3-Carboxy-pyrrolidinium-2-carboxylic acid anion

ID: ALA440855

Chembl Id: CHEMBL440855

Cas Number: 131669-74-4

PubChem CID: 44272632

Max Phase: Preclinical

Molecular Formula: C6H9NO4

Molecular Weight: 159.14

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C6H9NO4/c8-5(9)3-1-2-7-4(3)6(10)11/h3-4,7H,1-2H2,(H,8,9)(H,10,11)/t3-,4-/m1/s1

Standard InChI Key:  GLQKHRAKKLRGNR-QWWZWVQMSA-N

Alternative Forms

1. Parent:

   

   ALA440855

   (2R,3R)-Pyrrolidine-2,3-dicarboxylic 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: 159.14

Molecular Weight (Monoisotopic): 159.0532

AlogP: -0.87

#Rotatable Bonds: 2

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: 1.82

CX Basic pKa: 11.24

CX LogP: -3.22

CX LogD: -5.73

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.49

Np Likeness Score: 0.94

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. 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]

3. Hashimoto K, Yamamoto O, Horikawa M, Ohfune Y, Shirahama H.  (1994)  Synthesis and neurobiological actions of pyrrolidine-2,3-dicarboxylic acids (PRDA). Conformationally restricted analogues of L-aspartate,  4  (15): [10.1016/S0960-894X(01)80383-8]

Source

Source(1):

• Scientific Literature