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

ID: ALA4062739

PubChem CID: 137634826

Max Phase: Preclinical

Molecular Formula: C9H14O4

Molecular Weight: 186.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCO[C@@H]1C=CC(=O)[C@@H](CO)O1

Standard InChI:  InChI=1S/C9H14O4/c1-2-5-12-9-4-3-7(11)8(6-10)13-9/h3-4,8-10H,2,5-6H2,1H3/t8-,9+/m1/s1

Standard InChI Key:  DFMPUUREPFEAEY-BDAKNGLRSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
    3.2001  -10.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2001  -11.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9121  -11.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6242  -11.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6242  -10.5752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9121  -10.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9121   -9.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6266   -8.9211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3381  -11.8138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3368  -12.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0507  -13.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4844  -10.1649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0495  -13.8774    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  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4062739

   ---

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: 186.21

Molecular Weight (Monoisotopic): 186.0892

AlogP: 0.26

#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: 0.99

CX LogD: 0.99

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.68

Np Likeness Score: 1.29

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