2-Hydroxy-8-(phosphonatooxy)octanoate

ID: ALA1941140

PubChem CID: 57400865

Max Phase: Preclinical

Molecular Formula: C8H17O7P

Molecular Weight: 256.19

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H17O7P/c9-7(8(10)11)5-3-1-2-4-6-15-16(12,13)14/h7,9H,1-6H2,(H,10,11)(H2,12,13,14)

Standard InChI Key:  NDHPYRGOHFRPOD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 15  0  0  0  0  0  0  0  0999 V2000
   13.8244   -5.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5384   -5.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2523   -5.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9663   -5.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6803   -5.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3943   -5.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1083   -5.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3925   -4.3006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1132   -6.3581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8218   -5.1214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1080   -5.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3925   -5.5507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6760   -5.1382    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.9607   -5.5524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6750   -4.3115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8910   -5.9365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  7  9  1  0
  7 10  2  0
  2  3  1  0
  1 11  1  0
  5  6  1  0
 11 12  1  0
  1  2  1  0
 12 13  1  0
  6  7  1  0
 13 14  1  0
  3  4  1  0
 13 15  2  0
  6  8  1  0
 13 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1941140

   2-Hydroxy-8-phosphonooxyoctanoic 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: 256.19

Molecular Weight (Monoisotopic): 256.0712

AlogP: 0.49

#Rotatable Bonds: 9

Polar Surface Area: 124.29

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.81

CX Basic pKa: ┄

CX LogP: 0.27

CX LogD: -5.74

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.35

Np Likeness Score: 1.39

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