1-[(n-but-1-ylamino)ethyl]-1,1-bisphosphonic acid

ID: ALA406087

PubChem CID: 15390275

Max Phase: Preclinical

Molecular Formula: C6H17NO6P2

Molecular Weight: 261.15

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C6H17NO6P2/c1-2-3-4-7-5-6(14(8,9)10)15(11,12)13/h6-7H,2-5H2,1H3,(H2,8,9,10)(H2,11,12,13)

Standard InChI Key:  HFKAJGBERMPCOS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 14  0  0  0  0  0  0  0  0999 V2000
    1.4621    2.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4621    1.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476    2.9196    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.1766    2.9196    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829    3.3413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0321    3.3321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1598    3.6342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3362    2.2045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5942    2.2081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7609    3.6322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476    1.2696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476    0.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331    0.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6813   -1.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  8  1  0
  4  9  1  0
  4  5  1  0
  4 10  2  0
  1  3  1  0
  2 11  1  0
  3  6  2  0
 11 12  1  0
  1  2  1  0
 12 13  1  0
  3  7  1  0
 13 14  1  0
  1  4  1  0
 14 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA406087

   [2-(Butylamino)-1-phosphono-ethyl]phosphonic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 261.15

Molecular Weight (Monoisotopic): 261.0531

AlogP: 0.06

#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: 0.71

CX Basic pKa: 11.31

CX LogP: -2.90

CX LogD: -5.25

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.32

Np Likeness Score: 0.02

References

1. Szajnman SH, García Liñares GE, Li ZH, Jiang C, Galizzi M, Bontempi EJ, Ferella M, Moreno SN, Docampo R, Rodriguez JB..  (2008)  Synthesis and biological evaluation of 2-alkylaminoethyl-1,1-bisphosphonic acids against Trypanosoma cruzi and Toxoplasma gondii targeting farnesyl diphosphate synthase.,  16  (6): [PMID:18096393] [10.1016/j.bmc.2007.12.010]

Source

Source(1):

• Scientific Literature