1,2-Dicarboxy-3-propionylsulfanyl-propyl-ammonium

ID: ALA1160345

PubChem CID: 44308536

Max Phase: Preclinical

Molecular Formula: C8H13NO5S

Molecular Weight: 235.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)SCC(C(=O)O)C(N)C(=O)O

Standard InChI:  InChI=1S/C8H13NO5S/c1-2-5(10)15-3-4(7(11)12)6(9)8(13)14/h4,6H,2-3,9H2,1H3,(H,11,12)(H,13,14)

Standard InChI Key:  OFAANKVYISRRKA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 14  0  0  0  0  0  0  0  0999 V2000
    2.1542   -3.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4417   -3.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -3.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4417   -4.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1542   -2.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7250   -3.2500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -1.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -2.0125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5792   -3.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1542   -4.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -4.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7250   -4.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1542   -0.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5792   -0.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1667   -0.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  1  0
  5  1  1  0
  6  2  1  0
  7  8  1  0
  8  5  1  0
  9  3  1  0
 10  4  1  0
 11  3  2  0
 12  4  2  0
 13  7  2  0
 14  7  1  0
 14 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1160345

   2-Amino-3-(propanoylsulfanylmethyl)butanedioic 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: 235.26

Molecular Weight (Monoisotopic): 235.0514

AlogP: -0.23

#Rotatable Bonds: 6

Polar Surface Area: 117.69

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.75

CX Basic pKa: 9.64

CX LogP: -2.45

CX LogD: -4.79

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.58

Np Likeness Score: 0.43

References

1. Murthy NS, Bakeris T, Kavarana MJ, Hamilton DS, Lan Y, Creighton DJ..  (1994)  S-(N-aryl-N-hydroxycarbamoyl)glutathione derivatives are tight-binding inhibitors of glyoxalase I and slow substrates for glyoxalase II.,  37  (14): [PMID:8035422] [10.1021/jm00040a007]

Source

Source(1):

• Scientific Literature