(2S,4S)-4-Carboxy-pyrrolidinium-2-carboxylic acid anion

ID: ALA19489

Chembl Id: CHEMBL19489

Cas Number: 64927-38-4

PubChem CID: 1515194

Max Phase: Preclinical

Molecular Formula: C6H9NO4

Molecular Weight: 159.14

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Pyrrolidine-2,4-Dicarboxylic Acid | (2S,4S)-pyrrolidine-2,4-dicarboxylic acid|64927-38-4|L-CIS-PYRROLIDINE-2,4-DICARBOXYLIC ACID|188345-76-8|2,4-Pyrrolidinedicarboxylicacid,cis-(9CI)|rel-(2S,4S)-Pyrrolidine-2,4-dicarboxylic acid|2,4-Pyrrolidinedicarboxylicacid, (2S,4S)-|cis-4-Carboxy-L-proline|CHEMBL19489|SCHEMBL2808482|NRSBQSJHFYZIPH-IMJSIDKUSA-N|CS-M0777|MFCD00274448|AKOS006271661|CS-14316|(2S,4S)-pyrrolidine-2,4-dicarboxylicacid|A930240

Canonical SMILES:  O=C(O)[C@@H]1CN[C@H](C(=O)O)C1

Standard InChI:  InChI=1S/C6H9NO4/c8-5(9)3-1-4(6(10)11)7-2-3/h3-4,7H,1-2H2,(H,8,9)(H,10,11)/t3-,4-/m0/s1

Standard InChI Key:  NRSBQSJHFYZIPH-IMJSIDKUSA-N

Alternative Forms

1. Parent:

   

   ALA19489

   (2S,4S)-pyrrolidine-2,4-dicarboxylic acid

Molecule Features

Natural Product: Yes

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: 1.38

CX Basic pKa: 11.24

CX LogP: -3.28

CX LogD: -6.56

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.49

Np Likeness Score: 0.66

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. Bridges RJ, Stanley MS, Anderson MW, Cotman CW, Chamberlin AR..  (1991)  Conformationally defined neurotransmitter analogues. Selective inhibition of glutamate uptake by one pyrrolidine-2,4-dicarboxylate diastereomer.,  34  (2): [PMID:1671706] [10.1021/jm00106a037]

Source

Source(1):

• Scientific Literature