1-fluorononane-1,1-diyldiphosphonic acid

ID: ALA3099275

PubChem CID: 56957385

Max Phase: Preclinical

Molecular Formula: C9H21FO6P2

Molecular Weight: 306.21

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H21FO6P2/c1-2-3-4-5-6-7-8-9(10,17(11,12)13)18(14,15)16/h2-8H2,1H3,(H2,11,12,13)(H2,14,15,16)

Standard InChI Key:  INBSTNXVEKMBGE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 17  0  0  0  0  0  0  0  0999 V2000
   14.5167   -6.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2292   -6.5083    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.5167   -7.7458    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.7959   -6.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2209   -5.6833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8042   -8.1583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2292   -7.3333    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.9417   -6.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9459   -6.9167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2333   -8.1583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7334   -8.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0834   -6.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3649   -6.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6545   -6.9433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9359   -6.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2256   -6.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5071   -6.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7968   -6.9717    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
M  END

Alternative Forms

1. Parent:

   

   ALA3099275

   (1-Fluoro-1-phosphonononyl)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: 306.21

Molecular Weight (Monoisotopic): 306.0797

AlogP: 2.72

#Rotatable Bonds: 9

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: 1.68

CX LogD: -3.31

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.38

Np Likeness Score: 0.24

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