Bruguiesulfurol

ID: ALA2419097

PubChem CID: 11513780

Max Phase: Preclinical

Molecular Formula: C3H6O3S2

Molecular Weight: 154.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S1(=O)C[C@H](O)CS1

Standard InChI:  InChI=1S/C3H6O3S2/c4-3-1-7-8(5,6)2-3/h3-4H,1-2H2/t3-/m1/s1

Standard InChI Key:  NGIJTYOKLKCHNE-GSVOUGTGSA-N

Molfile:  

     RDKit          2D

  8  8  0  0  0  0  0  0  0  0999 V2000
    4.0913   -4.4784    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1491   -5.2935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8261   -4.8359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2751   -4.4555    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3715   -3.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7247   -3.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0505   -3.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7502   -2.3939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  2  0
  4  1  1  0
  1  5  1  0
  5  6  1  0
  6  7  1  0
  7  4  1  0
  6  8  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2419097

   BRUGUIESULFUROL

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: 154.21

Molecular Weight (Monoisotopic): 153.9758

AlogP: -0.58

#Rotatable Bonds: ┄

Polar Surface Area: 54.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.83

CX Basic pKa: ┄

CX LogP: -0.97

CX LogD: -0.97

Aromatic Rings: ┄

Heavy Atoms: 8

QED Weighted: 0.47

Np Likeness Score: -0.16

References

1. Chen J, Jiang CS, Ma WQ, Gao LX, Gong JX, Li JY, Li J, Guo YW..  (2013)  The first synthesis of natural disulfide bruguiesulfurol and biological evaluation of its derivatives as a novel scaffold for PTP1B inhibitors.,  23  (18): [PMID:23942421] [10.1016/j.bmcl.2013.07.039]

Source

Source(1):

• Scientific Literature