2,8-bis(phosphonatooxy)octanoate

ID: ALA1938424

PubChem CID: 56950652

Max Phase: Preclinical

Molecular Formula: C8H18O10P2

Molecular Weight: 336.17

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2,8-Bis(Phosphonatooxy)Octanoate | CHEMBL1938424|2,8-Bis(Phosphonatooxy)Octanoate|BDBM50362546

Canonical SMILES:  O=C(O)C(CCCCCCOP(=O)(O)O)OP(=O)(O)O

Standard InChI:  InChI=1S/C8H18O10P2/c9-8(10)7(18-20(14,15)16)5-3-1-2-4-6-17-19(11,12)13/h7H,1-6H2,(H,9,10)(H2,11,12,13)(H2,14,15,16)

Standard InChI Key:  XJCPKCPEWWOZEP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 19  0  0  0  0  0  0  0  0999 V2000
   -2.6555   -6.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9415   -5.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275   -6.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5136   -5.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2004   -6.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9144   -5.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6284   -6.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9126   -5.1106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957   -4.6988    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.1939   -3.8721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5193   -5.1137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1879   -5.5239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6332   -7.1681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3419   -5.9315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3720   -5.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0874   -6.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8038   -5.9482    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5193   -6.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8048   -5.1215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -6.7723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  9 11  1  0
  5  6  1  0
  9 12  1  0
  1  2  1  0
  6  7  1  0
  7 13  1  0
  7 14  2  0
  3  4  1  0
  1 15  1  0
  6  8  1  0
 15 16  1  0
 16 17  1  0
  8  9  1  0
 17 18  1  0
  4  5  1  0
 17 19  2  0
  9 10  2  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1938424

   2,8-Bis(Phosphonatooxy)Octanoate

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: 336.17

Molecular Weight (Monoisotopic): 336.0375

AlogP: 0.61

#Rotatable Bonds: 11

Polar Surface Area: 170.82

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.05

CX Basic pKa: ┄

CX LogP: 0.15

CX LogD: -9.49

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.27

Np Likeness Score: 0.88

References

1. Harrison AN, Reichau S, Parker EJ..  (2012)  Synthesis and evaluation of tetrahedral intermediate mimic inhibitors of 3-deoxy-d-manno-octulosonate 8-phosphate synthase.,  22  (2): [PMID:22204912] [10.1016/j.bmcl.2011.12.025]

Source

Source(1):

• Scientific Literature