rac-amino(2-fluorophenyl)methylphosphonic acid

ID: ALA2252807

PubChem CID: 11019997

Max Phase: Preclinical

Molecular Formula: C7H9FNO3P

Molecular Weight: 205.12

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(c1ccccc1F)P(=O)(O)O

Standard InChI:  InChI=1S/C7H9FNO3P/c8-6-4-2-1-3-5(6)7(9)13(10,11)12/h1-4,7H,9H2,(H2,10,11,12)

Standard InChI Key:  VHUJNJPWVLFIFI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
    5.4605  -20.6550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0523  -21.3714    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.8768  -21.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1978  -21.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1966  -22.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9112  -22.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6273  -22.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6245  -21.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9094  -20.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3372  -20.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3341  -20.1405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0560  -22.1995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9069  -20.1465    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8 10  1  0
 10  2  1  0
 10 11  1  0
  2 12  2  0
  9 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252807

   AMINO(2-FLUOROPHENYL)METHYLPHOSPHONIC 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: 205.12

Molecular Weight (Monoisotopic): 205.0304

AlogP: 0.96

#Rotatable Bonds: 2

Polar Surface Area: 83.55

Molecular Species: ZWITTERION

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -0.33

CX Basic pKa: 8.97

CX LogP: -0.90

CX LogD: -1.57

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.63

Np Likeness Score: -0.59

References

1. Forlani G, Occhipinti A, Berlicki L, Dziedzioła G, Wieczorek A, Kafarski P..  (2008)  Tailoring the structure of aminobisphosphonates to target plant P5C reductase.,  56  (9): [PMID:18399639] [10.1021/jf800029t]

2. Occhipinti A, Berlicki Ł, Giberti S, Dziedzioła G, Kafarski P, Forlani G..  (2010)  Effectiveness and mode of action of phosphonate inhibitors of plant glutamine synthetase.,  66  (1): [PMID:19697446] [10.1002/ps.1830]

Source

Source(1):

• Scientific Literature