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

ID: ALA4543493

PubChem CID: 155510633

Max Phase: Preclinical

Molecular Formula: C7H18FNO6P2

Molecular Weight: 293.17

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C7H18FNO6P2/c1-2-3-4-5-9-6-7(8,16(10,11)12)17(13,14)15/h9H,2-6H2,1H3,(H2,10,11,12)(H2,13,14,15)

Standard InChI Key:  ZBNZAPRZMAAIIX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 16  0  0  0  0  0  0  0  0999 V2000
   39.8885  -21.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1832  -21.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4731  -21.8014    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   39.1592  -20.5813    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   39.8693  -20.1769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4539  -20.1686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1423  -19.7692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7678  -21.3886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4683  -22.6186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7600  -22.2045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5986  -21.4053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.3039  -21.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0140  -21.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7193  -21.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4699  -20.9870    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   43.4294  -21.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1347  -21.8348    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
M  END

Alternative Forms

1. Parent:

   

   ALA4543493

   ---

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: 293.17

Molecular Weight (Monoisotopic): 293.0593

AlogP: 0.74

#Rotatable Bonds: 8

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: -1.91

CX LogD: -4.62

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.33

Np Likeness Score: -0.15

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