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

ID: ALA4470596

PubChem CID: 132607689

Max Phase: Preclinical

Molecular Formula: C10H24FNO6P2

Molecular Weight: 335.25

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H24FNO6P2/c1-2-3-4-5-6-7-8-12-9-10(11,19(13,14)15)20(16,17)18/h12H,2-9H2,1H3,(H2,13,14,15)(H2,16,17,18)

Standard InChI Key:  ORKXJWRZJCHYDN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 19  0  0  0  0  0  0  0  0999 V2000
   30.5362  -27.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8309  -27.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1208  -27.6167    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   29.8069  -26.3966    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   30.5170  -25.9922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1016  -25.9838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7900  -25.5845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4155  -27.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1160  -28.4339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4077  -28.0198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2463  -27.2206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9516  -27.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6617  -27.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3670  -27.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1176  -26.8022    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.0771  -27.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7824  -27.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4925  -27.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1978  -27.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9079  -27.2540    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
M  END

Alternative Forms

1. Parent:

   

   ALA4470596

   ---

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: 335.25

Molecular Weight (Monoisotopic): 335.1063

AlogP: 1.92

#Rotatable Bonds: 11

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: -0.64

CX LogD: -3.36

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.29

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