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

ID: ALA4540565

PubChem CID: 155549627

Max Phase: Preclinical

Molecular Formula: C5H14FNO6P2

Molecular Weight: 265.11

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C5H14FNO6P2/c1-2-3-7-4-5(6,14(8,9)10)15(11,12)13/h7H,2-4H2,1H3,(H2,8,9,10)(H2,11,12,13)

Standard InChI Key:  BKRVIIZONNQXSZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 14  0  0  0  0  0  0  0  0999 V2000
   19.4381  -22.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7328  -22.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0227  -22.6186    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.7088  -21.3985    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.4189  -20.9941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0035  -20.9858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6919  -20.5864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3174  -22.2058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0179  -23.4358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3096  -23.0217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1482  -22.2225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8535  -22.6353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5636  -22.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2689  -22.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0195  -21.8041    0.0000 F   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
M  END

Alternative Forms

1. Parent:

   

   ALA4540565

   ---

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: 265.11

Molecular Weight (Monoisotopic): 265.0280

AlogP: -0.04

#Rotatable Bonds: 6

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: 9.83

CX LogP: -2.74

CX LogD: -5.46

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.34

Np Likeness Score: -0.27

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]

Source

Source(1):

• Scientific Literature