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

ID: ALA4074288

PubChem CID: 137640583

Max Phase: Preclinical

Molecular Formula: C12H18O4

Molecular Weight: 226.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C=C[C@@H](OC2CCCCC2)O[C@@H]1CO

Standard InChI:  InChI=1S/C12H18O4/c13-8-11-10(14)6-7-12(16-11)15-9-4-2-1-3-5-9/h6-7,9,11-13H,1-5,8H2/t11-,12+/m1/s1

Standard InChI Key:  GMSPJFYCWCFTQQ-NEPJUHHUSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   10.7168  -11.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7168  -12.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4289  -12.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1409  -12.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1409  -11.4877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4289  -11.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4289  -10.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1434   -9.8335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8548  -12.7263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0011  -11.0772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5699  -12.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2800  -12.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9930  -12.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9984  -11.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2847  -11.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5655  -11.4928    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
  1 10  2  0
  9 11  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4074288

   ---

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: 226.27

Molecular Weight (Monoisotopic): 226.1205

AlogP: 1.18

#Rotatable Bonds: 3

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: 1.91

CX LogD: 1.91

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.78

Np Likeness Score: 1.58

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