(4-Amino-1-phosphono-butyl)-phosphonic acid

ID: ALA100041

PubChem CID: 13276494

Max Phase: Preclinical

Molecular Formula: C4H13NO6P2

Molecular Weight: 233.10

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C4H13NO6P2/c5-3-1-2-4(12(6,7)8)13(9,10)11/h4H,1-3,5H2,(H2,6,7,8)(H2,9,10,11)

Standard InChI Key:  FABBYIJYNBEZOO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 12  0  0  0  0  0  0  0  0999 V2000
    8.6750   -6.9875    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.3250   -5.7125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.6292   -6.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9292   -4.9667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9542   -7.2750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0917   -5.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4417   -6.6875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0792   -6.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1667   -7.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9000   -5.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7792   -6.3042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4667   -5.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2042   -6.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  1  0
  4  2  2  0
  5  1  2  0
  6  2  1  0
  7  1  1  0
  8  2  1  0
  9  1  1  0
 10  3  1  0
 11 12  1  0
 12 13  1  0
 13 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA100041

   (4-Amino-1-phosphonobutyl)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: 233.10

Molecular Weight (Monoisotopic): 233.0218

AlogP: -0.59

#Rotatable Bonds: 5

Polar Surface Area: 141.08

Molecular Species: ZWITTERION

HBA: 3

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.21

CX Basic pKa: 10.22

CX LogP: -4.14

CX LogD: -6.23

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.40

Np Likeness Score: 0.65

References

1. Szabo CM, Martin MB, Oldfield E..  (2002)  An investigation of bone resorption and Dictyostelium discoideum growth inhibition by bisphosphonate drugs.,  45  (14): [PMID:12086477] [10.1021/jm010279+]

Source

Source(1):

• Scientific Literature