3-(3-Phenoxyphenyl)propyl Phosphonoacetate Dipotassium Salt

ID: ALA496803

PubChem CID: 44185385

Max Phase: Preclinical

Molecular Formula: C17H17K2O6P

Molecular Weight: 350.31

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3-(3-Phenoxyphenyl)Propyl Phosphonoacetate Dipotassium Salt | CHEMBL496803|3-(3-Phenoxyphenyl)propyl Phosphonoacetate Dipotassium Salt|SCHEMBL416837

Canonical SMILES:  O=C(CP(=O)([O-])[O-])OCCCc1cccc(Oc2ccccc2)c1.[K+].[K+]

Standard InChI:  InChI=1S/C17H19O6P.2K/c18-17(13-24(19,20)21)22-11-5-7-14-6-4-10-16(12-14)23-15-8-2-1-3-9-15;;/h1-4,6,8-10,12H,5,7,11,13H2,(H2,19,20,21);;/q;2*+1/p-2

Standard InChI Key:  ABQFSBDLTVTJLP-UHFFFAOYSA-L

Molfile:  

     RDKit          2D

 26 25  0  0  0  0  0  0  0  0999 V2000
   19.8002  -12.7785    0.0000 K   0  0  0  0  0 15  0  0  0  0  0  0
    8.9039  -12.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9026  -13.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6157  -13.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3350  -13.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3319  -12.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6137  -12.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0442  -12.0422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7608  -12.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7622  -13.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4779  -13.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1914  -13.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1845  -12.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4683  -12.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8956  -12.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6135  -12.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3244  -12.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0424  -12.4141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7533  -11.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4713  -12.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7464  -11.1705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1822  -11.9834    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.8881  -11.5639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6023  -12.6935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7655  -11.2714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0173  -14.1535    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: 350.31

Molecular Weight (Monoisotopic): 350.0919

AlogP: 3.13

#Rotatable Bonds: 8

Polar Surface Area: 93.06

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.64

CX Basic pKa: ┄

CX LogP: 2.36

CX LogD: -0.02

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.43

Np Likeness Score: -0.14

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