(S)1-(3-Mercapto-propionyl)-5-oxo-pyrrolidine-2-carboxylic acid

ID: ALA3085292

PubChem CID: 53830563

Max Phase: Preclinical

Molecular Formula: C8H11NO4S

Molecular Weight: 217.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)[C@@H]1CCC(=O)N1C(=O)CCS

Standard InChI:  InChI=1S/C8H11NO4S/c10-6-2-1-5(8(12)13)9(6)7(11)3-4-14/h5,14H,1-4H2,(H,12,13)/t5-/m0/s1

Standard InChI Key:  GCDGCMOMSGWTCP-YFKPBYRVSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    7.7869   -5.0158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1195   -4.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5320   -5.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5716   -4.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1195   -3.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4521   -5.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7070   -5.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7431   -3.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0169   -6.4679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1847   -5.3129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4050   -3.2934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8340   -3.2934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6992   -2.8920    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.5277   -3.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  1  0
  2  5  1  1
  6  2  1  0
  7  3  1  0
  8  4  1  0
  9  3  2  0
 10  4  2  0
 11  5  2  0
 12  5  1  0
 13 14  1  0
 14  8  1  0
  7  6  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3085292

   (S)1-(3-Mercapto-propionyl)-5-oxo-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: 217.25

Molecular Weight (Monoisotopic): 217.0409

AlogP: -0.09

#Rotatable Bonds: 3

Polar Surface Area: 74.68

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.62

CX Basic pKa: ┄

CX LogP: -0.23

CX LogD: -3.57

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.65

Np Likeness Score: -0.26

References

1. Blankley CJ, Kaltenbronn JS, DeJohn DE, Werner A, Bennett LR, Bobowski G, Krolls U, Johnson DR, Pearlman WM, Hoefle ML..  (1987)  Synthesis and structure-activity relationships of potent new angiotensin converting enzyme inhibitors containing saturated bicyclic amino acids.,  30  (6): [PMID:3035180] [10.1021/jm00389a006]

Source

Source(1):

• Scientific Literature