3-phenylphenylaminomethylphosphonic acid

ID: ALA200029

PubChem CID: 11499916

Max Phase: Preclinical

Molecular Formula: C13H14NO3P

Molecular Weight: 263.23

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3-Phenylphenylaminomethylphosphonic Acid | CHEMBL200029|3-phenylphenylaminomethylphosphonic acid|BDBM50422789

Canonical SMILES:  O=P(O)(O)CNc1cccc(-c2ccccc2)c1

Standard InChI:  InChI=1S/C13H14NO3P/c15-18(16,17)10-14-13-8-4-7-12(9-13)11-5-2-1-3-6-11/h1-9,14H,10H2,(H2,15,16,17)

Standard InChI Key:  QBIACYSJANSYDK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -3.6079   -9.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6090  -10.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8946  -10.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1786  -10.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1813   -9.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8964   -8.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4688   -8.9473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7532   -9.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0407   -8.9419    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6704   -8.5247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3754   -9.6537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4567   -8.2300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3241   -8.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3229   -8.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0363   -7.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7510   -8.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7455   -8.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0345   -9.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  4  5  1  0
  9 10  2  0
  2  3  1  0
  9 11  1  0
  5  6  2  0
  9 12  1  0
  6  1  1  0
  1  2  2  0
 13 14  2  0
  5  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  2  0
  7  8  1  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  1 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA200029

   3-Phenylphenylaminomethylphosphonic 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: 263.23

Molecular Weight (Monoisotopic): 263.0711

AlogP: 2.90

#Rotatable Bonds: 4

Polar Surface Area: 69.56

Molecular Species: ACID

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.67

CX Basic pKa: 2.14

CX LogP: 1.41

CX LogD: -0.31

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.74

Np Likeness Score: -0.54

References

1. Hudock MP, Sanz-Rodríguez CE, Song Y, Chan JM, Zhang Y, Odeh S, Kosztowski T, Leon-Rossell A, Concepción JL, Yardley V, Croft SL, Urbina JA, Oldfield E..  (2006)  Inhibition of Trypanosoma cruzi hexokinase by bisphosphonates.,  49  (1): [PMID:16392806] [10.1021/jm0582625]

Source

Source(1):

• Scientific Literature