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

ID: ALA4101038

PubChem CID: 137659847

Max Phase: Preclinical

Molecular Formula: C11H16O4

Molecular Weight: 212.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C=C[C@@H](OC2CCCC2)O[C@@H]1CO

Standard InChI:  InChI=1S/C11H16O4/c12-7-10-9(13)5-6-11(15-10)14-8-3-1-2-4-8/h5-6,8,10-12H,1-4,7H2/t10-,11+/m1/s1

Standard InChI Key:  AGHHPVGCCUUELM-MNOVXSKESA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   10.7419   -4.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7419   -5.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4540   -5.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1660   -5.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1660   -4.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4540   -4.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4540   -3.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1685   -2.7834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8799   -5.6762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0262   -4.0272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5950   -5.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3442   -5.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8972   -4.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4857   -4.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6785   -4.4452    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
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4101038

   ---

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: 212.24

Molecular Weight (Monoisotopic): 212.1049

AlogP: 0.79

#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: 1.47

CX LogD: 1.47

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.75

Np Likeness Score: 1.71

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