[[(Prop-2-ynyl)phosphinyl]methyl]phosphonic acid

ID: ALA2251815

PubChem CID: 46236603

Max Phase: Preclinical

Molecular Formula: C4H8O6P2

Molecular Weight: 214.05

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C4H8O6P2/c1-2-3-10-12(8,9)4-11(5,6)7/h1H,3-4H2,(H,8,9)(H2,5,6,7)

Standard InChI Key:  DLMJCZURYBEZIE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 12 11  0  0  0  0  0  0  0  0999 V2000
   17.9249   -6.2946    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.9566   -5.4702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1951   -6.6793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4969   -6.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7678   -6.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0360   -7.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6229   -6.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3528   -6.3497    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.0509   -6.7893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3846   -5.5252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3466   -7.1712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9174   -7.1170    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:

   

   ALA2251815

   [Hydroxy(prop-2-ynoxy)phosphoryl]methylphosphonic acid

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: 214.05

Molecular Weight (Monoisotopic): 213.9796

AlogP: -0.04

#Rotatable Bonds: 4

Polar Surface Area: 104.06

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.30

CX Basic pKa: ┄

CX LogP: -1.57

CX LogD: -6.24

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.45

Np Likeness Score: -0.02

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