Benzyl 2,3-dideoxy-alpha-D-glycero-hex-2-enopyranosid-4-ulose

ID: ALA4092323

PubChem CID: 137653700

Max Phase: Preclinical

Molecular Formula: C13H14O4

Molecular Weight: 234.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C=C[C@@H](OCc2ccccc2)O[C@@H]1CO

Standard InChI:  InChI=1S/C13H14O4/c14-8-12-11(15)6-7-13(17-12)16-9-10-4-2-1-3-5-10/h1-7,12-14H,8-9H2/t12-,13+/m1/s1

Standard InChI Key:  JJTUNOIOZIGXES-OLZOCXBDSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   20.0047  -19.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0047  -20.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7168  -20.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4288  -20.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4288  -19.6506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7168  -19.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7168  -18.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4313  -17.9964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1427  -20.8891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1415  -21.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8554  -22.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2890  -19.2402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8508  -22.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5639  -23.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2800  -22.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2785  -22.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5649  -21.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  1
  7  8  1  0
  4  9  1  6
  9 10  1  0
 10 11  1  0
  1 12  2  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4092323

   ---

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: 234.25

Molecular Weight (Monoisotopic): 234.0892

AlogP: 1.05

#Rotatable Bonds: 4

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.84

CX LogD: 1.84

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.85

Np Likeness Score: 0.97

References

1. Santos JAM, Santos CS, Almeida CLA, Silva TDS, Freitas Filho JR, Militão GCG, da Silva TG, da Cruz CHB, Freitas JCR, Menezes PH..  (2017)  Structure-based design, synthesis and antitumoral evaluation of enulosides.,  128  [PMID:28189083] [10.1016/j.ejmech.2017.01.036]

Source

Source(1):

• Scientific Literature