2-(butylamino)-1-fluoroethane-1,1-diyldiphosphonic acid

ID: ALA4589071

PubChem CID: 155567452

Max Phase: Preclinical

Molecular Formula: C6H16FNO6P2

Molecular Weight: 279.14

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C6H16FNO6P2/c1-2-3-4-8-5-6(7,15(9,10)11)16(12,13)14/h8H,2-5H2,1H3,(H2,9,10,11)(H2,12,13,14)

Standard InChI Key:  AYCLPXBDRYJERJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 15  0  0  0  0  0  0  0  0999 V2000
   29.8800  -21.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1747  -21.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4646  -21.9665    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   29.1507  -20.7464    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   29.8608  -20.3420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4454  -20.3337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1338  -19.9343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7593  -21.5537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4598  -22.7837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7515  -22.3696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5901  -21.5704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2954  -21.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0055  -21.5788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7108  -21.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4614  -21.1520    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.4209  -21.5871    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
M  END

Alternative Forms

1. Parent:

   

   ALA4589071

   ---

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: 279.14

Molecular Weight (Monoisotopic): 279.0437

AlogP: 0.35

#Rotatable Bonds: 7

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: -2.33

CX LogD: -5.04

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.34

Np Likeness Score: -0.28

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