2-Oxo-6-(4-phenoxyphenyl)hexylphosphonic Acid Dipotassium Salt

ID: ALA449115

PubChem CID: 44185387

Max Phase: Preclinical

Molecular Formula: C18H19K2O5P

Molecular Weight: 348.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCCc1cccc(Oc2ccccc2)c1)CP(=O)([O-])[O-].[K+].[K+]

Standard InChI:  InChI=1S/C18H21O5P.2K/c19-16(14-24(20,21)22)9-5-4-7-15-8-6-12-18(13-15)23-17-10-2-1-3-11-17;;/h1-3,6,8,10-13H,4-5,7,9,14H2,(H2,20,21,22);;/q;2*+1/p-2

Standard InChI Key:  YWVMNNNQCNTPIX-UHFFFAOYSA-L

Molfile:  

     RDKit          2D

 26 25  0  0  0  0  0  0  0  0999 V2000
    6.2747  -18.2374    0.0000 K   0  0  0  0  0 15  0  0  0  0  0  0
   -5.3779  -19.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3792  -20.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6662  -20.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9469  -20.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9500  -19.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6681  -18.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2376  -18.7798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5210  -19.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5196  -20.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8039  -20.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0904  -20.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0973  -19.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135  -18.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3863  -18.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3317  -19.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0426  -18.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606  -19.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4715  -18.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895  -19.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4645  -17.9081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9004  -18.7211    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.6063  -18.3015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3204  -19.4311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4837  -18.0090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7622  -20.7765    0.0000 K   0  0  0  0  0 15  0  0  0  0  0  0
 12 13  1  0
  2  3  2  0
 13 14  2  0
 14  9  1  0
  6  7  2  0
 13 15  1  0
  7  2  1  0
 15 16  1  0
 16 17  1  0
  6  8  1  0
 17 18  1  0
  3  4  1  0
 18 19  1  0
  8  9  1  0
 19 20  1  0
 19 21  2  0
  9 10  2  0
 20 22  1  0
  4  5  2  0
 22 23  1  0
 10 11  1  0
 22 24  1  0
 22 25  2  0
 11 12  2  0
  5  6  1  0
M  CHG  4   1   1  23  -1  24  -1  26   1
M  END

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: 348.33

Molecular Weight (Monoisotopic): 348.1127

AlogP: 3.94

#Rotatable Bonds: 9

Polar Surface Area: 83.83

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.68

CX Basic pKa: ┄

CX LogP: 3.34

CX LogD: 0.97

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.53

Np Likeness Score: 0.12

References

1. Song Y, Liu CI, Lin FY, No JH, Hensler M, Liu YL, Jeng WY, Low J, Liu GY, Nizet V, Wang AH, Oldfield E..  (2009)  Inhibition of staphyloxanthin virulence factor biosynthesis in Staphylococcus aureus: in vitro, in vivo, and crystallographic results.,  52  (13): [PMID:19456099] [10.1021/jm9001764]

Source

Source(1):

• Scientific Literature