1-fluorodecane-1,1-diyldiphosphonic acid

ID: ALA3099276

PubChem CID: 56957386

Max Phase: Preclinical

Molecular Formula: C10H23FO6P2

Molecular Weight: 320.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCC(F)(P(=O)(O)O)P(=O)(O)O

Standard InChI:  InChI=1S/C10H23FO6P2/c1-2-3-4-5-6-7-8-9-10(11,18(12,13)14)19(15,16)17/h2-9H2,1H3,(H2,12,13,14)(H2,15,16,17)

Standard InChI Key:  DZUHECQXUSKDEM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 18  0  0  0  0  0  0  0  0999 V2000
   14.5159   -6.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2282   -6.5079    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.5159   -7.7454    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.7950   -6.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2200   -5.6830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8033   -8.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2282   -7.3328    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.9407   -6.0913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9448   -6.9163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2324   -8.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7324   -8.5411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0826   -6.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3641   -6.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6538   -6.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9352   -6.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2250   -6.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5066   -6.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7962   -6.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0778   -6.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  1  0
  5  2  2  0
  6  3  2  0
  7  1  1  0
  8  2  1  0
  9  2  1  0
 10  3  1  0
 11  3  1  0
 12  4  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3099276

   (1-Fluoro-1-phosphonodecyl)phosphonic 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: 320.23

Molecular Weight (Monoisotopic): 320.0954

AlogP: 3.11

#Rotatable Bonds: 10

Polar Surface Area: 115.06

Molecular Species: ACID

HBA: 2

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.60

CX Basic pKa: ┄

CX LogP: 2.10

CX LogD: -2.89

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.36

Np Likeness Score: 0.22

References

1. Ferrer-Casal M, Li C, Galizzi M, Stortz CA, Szajnman SH, Docampo R, Moreno SN, Rodriguez JB..  (2014)  New insights into molecular recognition of 1,1-bisphosphonic acids by farnesyl diphosphate synthase.,  22  (1): [PMID:24300918] [10.1016/j.bmc.2013.11.010]

2. Galaka T, Falcone BN, Li C, Szajnman SH, Moreno SNJ, Docampo R, Rodriguez JB..  (2019)  Synthesis and biological evaluation of 1-alkylaminomethyl-1,1-bisphosphonic acids against Trypanosoma cruzi and Toxoplasma gondii.,  27  (16): [PMID:31296439] [10.1016/j.bmc.2019.07.004]

Source

Source(1):

• Scientific Literature