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

ID: ALA4455942

PubChem CID: 155524521

Max Phase: Preclinical

Molecular Formula: C8H20FNO6P2

Molecular Weight: 307.20

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H20FNO6P2/c1-2-3-4-5-6-10-7-8(9,17(11,12)13)18(14,15)16/h10H,2-7H2,1H3,(H2,11,12,13)(H2,14,15,16)

Standard InChI Key:  WPVQOCGESLLUKB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 17  0  0  0  0  0  0  0  0999 V2000
    6.4827  -28.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7774  -27.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0673  -28.1862    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.7534  -26.9661    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.4635  -26.5617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0481  -26.5534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7366  -26.1540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3620  -27.7735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0625  -29.0034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542  -28.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1928  -27.7902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8981  -28.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6082  -27.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3135  -28.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0641  -27.3718    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.0236  -27.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7289  -28.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4390  -27.8152    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
M  END

Alternative Forms

1. Parent:

   

   ALA4455942

   ---

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: 307.20

Molecular Weight (Monoisotopic): 307.0750

AlogP: 1.14

#Rotatable Bonds: 9

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: -1.48

CX LogD: -4.20

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.32

Np Likeness Score: -0.08

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