S-(N-Methyl-N-hydroxycarbomyl)ethylglutathione

ID: ALA1160346

PubChem CID: 44308565

Max Phase: Preclinical

Molecular Formula: C7H12N2O6S

Molecular Weight: 252.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C7H12N2O6S/c1-9(15)7(14)16-2-3(5(10)11)4(8)6(12)13/h3-4,15H,2,8H2,1H3,(H,10,11)(H,12,13)

Standard InChI Key:  GSZKGERASYCAIM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 15  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
    2.8667   -1.1875    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
    2.8667   -2.0125    0.0000 S   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
    3.5792   -0.7750    0.0000 N   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
    2.1542   -0.7750    0.0000 O   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
    3.5792    0.0500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2917   -1.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
  3  1  1  0
  4  1  1  0
  5  3  1  0
  6  7  1  0
  7  1  1  0
  8  2  1  0
  9  3  1  0
 10  2  2  0
 11  4  1  0
 12  5  1  0
 13  4  2  0
 14  5  2  0
 15  8  1  0
 16  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1160346

   2-Amino-3-[[hydroxy(methyl)carbamoyl]sulfanylmethyl]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: 252.25

Molecular Weight (Monoisotopic): 252.0416

AlogP: -0.73

#Rotatable Bonds: 5

Polar Surface Area: 141.16

Molecular Species: ZWITTERION

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.57

CX Basic pKa: 9.67

CX LogP: -3.26

CX LogD: -5.82

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.37

Np Likeness Score: 0.33

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