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

ID: ALA4514861

PubChem CID: 155539443

Max Phase: Preclinical

Molecular Formula: C12H28FNO6P2

Molecular Weight: 363.30

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H28FNO6P2/c1-2-3-4-5-6-7-8-9-10-14-11-12(13,21(15,16)17)22(18,19)20/h14H,2-11H2,1H3,(H2,15,16,17)(H2,18,19,20)

Standard InChI Key:  BSHZCZOWQQCJDA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 21  0  0  0  0  0  0  0  0999 V2000
   19.5908   -4.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8855   -3.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1754   -4.2194    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.8615   -2.9993    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.5716   -2.5949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1562   -2.5866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8446   -2.1872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4701   -3.8067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1706   -5.0366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4623   -4.6225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3009   -3.8234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0062   -4.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7163   -3.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4216   -4.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1722   -3.4050    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.1317   -3.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8370   -4.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5471   -3.8484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2524   -4.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9625   -3.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6678   -4.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3779   -3.8651    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
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514861

   ---

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: 363.30

Molecular Weight (Monoisotopic): 363.1376

AlogP: 2.70

#Rotatable Bonds: 13

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: 0.20

CX LogD: -2.52

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.25

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]

Source

Source(1):

• Scientific Literature