Prop-2-ynyl diphosphate

ID: ALA2251809

PubChem CID: 46236597

Max Phase: Preclinical

Molecular Formula: C3H6O7P2

Molecular Weight: 216.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOP(=O)(O)OP(=O)(O)O

Standard InChI:  InChI=1S/C3H6O7P2/c1-2-3-9-12(7,8)10-11(4,5)6/h1H,3H2,(H,7,8)(H2,4,5,6)

Standard InChI Key:  CEUAGVILADDFJF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 12 11  0  0  0  0  0  0  0  0999 V2000
    4.3368   -2.2231    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.3683   -1.4065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6139   -2.6041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9225   -2.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2003   -2.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4755   -2.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0283   -2.6586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7512   -2.2776    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.4427   -2.7131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7827   -1.4610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7451   -3.0913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3295   -3.0376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  3  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  8 11  1  0
  1 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251809

   PROP-2-YNYL DIPHOSPHATE

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: 216.02

Molecular Weight (Monoisotopic): 215.9589

AlogP: -0.15

#Rotatable Bonds: 4

Polar Surface Area: 113.29

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.74

CX Basic pKa: ┄

CX LogP: -0.84

CX LogD: -5.87

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.44

Np Likeness Score: 0.74

References

1. Wang K, Wang W, No JH, Zhang Y, Zhang Y, Oldfield E..  (2010)  Inhibition of the Fe(4)S(4)-cluster-containing protein IspH (LytB): electron paramagnetic resonance, metallacycles, and mechanisms.,  132  (19): [PMID:20426416] [10.1021/ja909664j]

2. Hale I, O'Neill PM, Berry NG, Odom A, Sharma R.  (2012)  The MEP pathway and the development of inhibitors as potential anti-infective agents,  3  (4): [10.1039/C2MD00298A]

3. Masini T, Hirsch AK..  (2014)  Development of inhibitors of the 2C-methyl-D-erythritol 4-phosphate (MEP) pathway enzymes as potential anti-infective agents.,  57  (23): [PMID:25210872] [10.1021/jm5010978]

Source

Source(1):

• Scientific Literature