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

ID: ALA4071541

PubChem CID: 137638531

Max Phase: Preclinical

Molecular Formula: C10H12O4

Molecular Weight: 196.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H12O4/c1-2-3-6-13-10-5-4-8(12)9(7-11)14-10/h1,4-5,9-11H,3,6-7H2/t9-,10+/m1/s1

Standard InChI Key:  JSWHBBARAZVVMN-ZJUUUORDSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
   19.6629  -11.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6629  -12.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3749  -12.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0870  -12.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0870  -11.7419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3749  -11.3252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3749  -10.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0894  -10.0877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8009  -12.9804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9472  -11.3315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5160  -12.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2298  -12.9825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9449  -12.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6546  -12.1502    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  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4071541

   ---

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: 196.20

Molecular Weight (Monoisotopic): 196.0736

AlogP: -0.13

#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: 0.63

CX LogD: 0.63

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.50

Np Likeness Score: 1.19

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