Prop-2-yn-1-yl 2,3-dideoxy-alpha-D-glycero-hex-2-enopyranosid-4-ulose

ID: ALA4084583

PubChem CID: 10797494

Max Phase: Preclinical

Molecular Formula: C9H10O4

Molecular Weight: 182.18

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H10O4/c1-2-5-12-9-4-3-7(11)8(6-10)13-9/h1,3-4,8-10H,5-6H2/t8-,9+/m1/s1

Standard InChI Key:  VTRSPGOWGYQRHX-BDAKNGLRSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
   18.6047   -3.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6047   -4.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3168   -5.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0288   -4.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0288   -3.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3168   -3.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3168   -2.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0313   -2.3417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7426   -5.2345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8890   -3.5855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4578   -4.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1717   -5.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8840   -5.6460    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  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4084583

   (2S,6R)-6-(hydroxymethyl)-2-prop-2-ynoxy-2H-pyran-5-one

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: 182.18

Molecular Weight (Monoisotopic): 182.0579

AlogP: -0.52

#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: 0.34

CX LogD: 0.34

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.60

Np Likeness Score: 1.13

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