(2R,4S)-4-(1H-Tetrazol-5-yl)-pyrrolidine-2-carboxylic acid

ID: ALA176910

PubChem CID: 44386261

Max Phase: Preclinical

Molecular Formula: C6H9N5O2

Molecular Weight: 183.17

Molecule Type: Small molecule

Names and Identifiers

Synonyms: LY-301900 | CHEMBL176910|LY-301900|BDBM50212606

Canonical SMILES:  O=C(O)[C@H]1C[C@H](c2nnn[nH]2)CN1

Standard InChI:  InChI=1S/C6H9N5O2/c12-6(13)4-1-3(2-7-4)5-8-10-11-9-5/h3-4,7H,1-2H2,(H,12,13)(H,8,9,10,11)/t3-,4+/m0/s1

Standard InChI Key:  HSRDJXXZFCRIMY-IUYQGCFVSA-N

Molfile:  

     RDKit          2D

 13 14  0  0  1  0  0  0  0  0999 V2000
    0.9515   -6.6599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1265   -6.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1284   -5.8753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5390   -5.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2065   -5.8753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3584   -7.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0228   -8.0811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1789   -7.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1284   -4.0805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1265   -3.2959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9515   -3.2959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2065   -4.0805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5390   -4.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
  6  7  1  0
  6  8  2  0
  2  6  1  1
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  9 13  1  0
  4 13  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA176910

   (2R,4S)-4-(2H-tetrazol-5-yl)pyrrolidine-2-carboxylic 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: 183.17

Molecular Weight (Monoisotopic): 183.0756

AlogP: -1.27

#Rotatable Bonds: 2

Polar Surface Area: 103.79

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.02

CX Basic pKa: 11.18

CX LogP: -3.66

CX LogD: -5.22

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.53

Np Likeness Score: -0.38

References

1. Monn JA, Valli MJ, True RA, Schoepp DD, Leander J, Lodge D.  (1993)  Synthesis and pharmacological characterization of l-trans-4-tetrazolylproline (ly300020): A novel systemically-active ampa receptor agonist,  3  (1): [10.1016/S0960-894X(00)80099-2]

Source

Source(1):

• Scientific Literature