1-fluoro-2-(nonylamino)ethane-1,1-diyldiphosphonic acid

ID: ALA4460779

PubChem CID: 155527842

Max Phase: Preclinical

Molecular Formula: C11H26FNO6P2

Molecular Weight: 349.28

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H26FNO6P2/c1-2-3-4-5-6-7-8-9-13-10-11(12,20(14,15)16)21(17,18)19/h13H,2-10H2,1H3,(H2,14,15,16)(H2,17,18,19)

Standard InChI Key:  PTZUSRHURJXIOB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 20  0  0  0  0  0  0  0  0999 V2000
    5.5335   -4.4589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8282   -4.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1181   -4.4505    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.8042   -3.2305    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.5143   -2.8260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0989   -2.8177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7873   -2.4184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4128   -4.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1133   -5.2677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4050   -4.8536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2436   -4.0545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9489   -4.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6590   -4.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3642   -4.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1148   -3.6361    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.0744   -4.0712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7796   -4.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4897   -4.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1950   -4.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9051   -4.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6104   -4.5006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  4  7  1  0
  3  8  1  0
  3  9  2  0
  3 10  1  0
  1 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  2 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4460779

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 349.28

Molecular Weight (Monoisotopic): 349.1219

AlogP: 2.31

#Rotatable Bonds: 12

Polar Surface Area: 127.09

Molecular Species: ZWITTERION

HBA: 3

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.07

CX Basic pKa: 9.89

CX LogP: -0.22

CX LogD: -2.94

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.27

Np Likeness Score: -0.07

References

1. 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]

2. Wu RZ, Zhou HY, Song JF, Xia QH, Hu W, Mou XD, Li X..  (2021)  Chemotherapeutics for Toxoplasma gondii: Molecular Biotargets, Binding Modes, and Structure-Activity Relationship Investigations.,  64  (24.0): [PMID:34894691] [10.1021/acs.jmedchem.1c01569]

Source

Source(1):

• Scientific Literature