Cyrene; Dihydrolevoglucosenone

ID: ALA4758795

Cas Number: 53716-82-8

PubChem CID: 10975499

Product Number: C478499, Order Now?

Max Phase: Preclinical

Molecular Formula: C6H8O3

Molecular Weight: 128.13

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CC[C@H]2CO[C@@H]1O2

Standard InChI:  InChI=1S/C6H8O3/c7-5-2-1-4-3-8-6(5)9-4/h4,6H,1-3H2/t4-,6+/m0/s1

Standard InChI Key:  WHIRALQRTSITMI-UJURSFKZSA-N

Molfile:  

 
     RDKit          2D

 11 12  0  0  0  0  0  0  0  0999 V2000
    4.8561   -3.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5688   -3.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2785   -3.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6734   -4.2371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4469   -4.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1568   -4.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9502   -4.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5784   -2.3464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6460   -3.9704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1919   -2.9893    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2525   -5.6223    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  3  5  1  0
  4  6  1  0
  5  7  1  0
  6  7  1  0
  2  8  2  0
  1  9  1  0
  7  9  1  0
  1 10  1  6
  7 11  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4758795

   Cyrene™

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 128.13

Molecular Weight (Monoisotopic): 128.0473

AlogP: 0.09

#Rotatable Bonds: ┄

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.40

CX LogD: 0.40

Aromatic Rings: ┄

Heavy Atoms: 9

QED Weighted: 0.46

Np Likeness Score: 1.42

References

1. Camp, Jason E., Nyamini, Simbarashe B., Scott, Fraser J..  (2020)  Cyrene(TM) is a green alternative to DMSO as a solvent for antibacterial drug discovery against ESKAPE pathogens,  11  (1): [PMID:33479610] [10.1039/c9md00341j]

Source

Source(1):

• Scientific Literature