4-Hydroxybut-2-ynyl diphosphate

ID: ALA2251812

PubChem CID: 46236600

Max Phase: Preclinical

Molecular Formula: C4H8O8P2

Molecular Weight: 246.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P(O)(O)OP(=O)(O)OCC#CCO

Standard InChI:  InChI=1S/C4H8O8P2/c5-3-1-2-4-11-14(9,10)12-13(6,7)8/h5H,3-4H2,(H,9,10)(H2,6,7,8)

Standard InChI Key:  MRBQWRLYZUORCP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 13  0  0  0  0  0  0  0  0999 V2000
   27.4700   -1.6701    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   27.5014   -0.8535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7470   -2.0511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0556   -1.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3334   -1.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1614   -2.1056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8843   -1.7246    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   29.5758   -2.1601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9158   -0.9080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8782   -2.5382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4626   -2.4846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6128   -2.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8891   -2.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1986   -2.3121    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
  1  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  7 10  1  0
  1 11  1  0
  5 12  3  0
 12 13  1  0
 13 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251812

   4-HYDROXYBUT-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: 246.05

Molecular Weight (Monoisotopic): 245.9694

AlogP: -0.79

#Rotatable Bonds: 4

Polar Surface Area: 133.52

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.74

CX Basic pKa: ┄

CX LogP: -1.28

CX LogD: -6.32

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.37

Np Likeness Score: 1.16

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]

Source

Source(1):

• Scientific Literature