8-Hydroxy-2-(phosphonatooxy)octanoate

ID: ALA1941139

PubChem CID: 57393902

Max Phase: Preclinical

Molecular Formula: C8H17O7P

Molecular Weight: 256.19

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  MVCNVVHIPMYUJR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 15  0  0  0  0  0  0  0  0999 V2000
    5.4446   -6.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1585   -5.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8725   -6.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5865   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3005   -6.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0144   -5.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7284   -6.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0126   -4.9895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2958   -4.5777    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.2940   -3.7510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5808   -4.9926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2879   -5.4029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7333   -7.0470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4420   -5.8103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7282   -5.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0127   -6.2396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  4  5  1  0
  9 10  2  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
M  END

Alternative Forms

1. Parent:

   

   ALA1941139

   8-Hydroxy-2-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: 1.14

CX Basic pKa: ┄

CX LogP: 0.27

CX LogD: -6.38

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.35

Np Likeness Score: 1.11

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