(cycloheptylamino-hydroxy-phosphono-methyl)-phosphonic acid

ID: ALA199439

PubChem CID: 9944256

Max Phase: Preclinical

Molecular Formula: C8H19NO7P2

Molecular Weight: 303.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P(O)(O)C(O)(NC1CCCCCC1)P(=O)(O)O

Standard InChI:  InChI=1S/C8H19NO7P2/c10-8(17(11,12)13,18(14,15)16)9-7-5-3-1-2-4-6-7/h7,9-10H,1-6H2,(H2,11,12,13)(H2,14,15,16)

Standard InChI Key:  KDUHURJOFQCYGZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   12.6894   -3.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1224   -2.5544    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.3184   -3.9936    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.9393   -4.7214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0519   -4.3695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5835   -3.6208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5498   -1.8498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8262   -2.9830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4185   -2.1257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4024   -3.6707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9750   -2.8468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1755   -3.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0147   -3.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2807   -4.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6379   -2.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5249   -3.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8107   -2.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3181   -3.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  3  6  1  0
  1  2  1  0
  2  7  2  0
 11 12  1  0
  3  4  2  0
 12 13  1  0
  2  8  1  0
 13 14  1  0
  2  9  1  0
 12 15  1  0
  3  5  1  0
 14 16  1  0
  1 10  1  0
 15 17  1  0
  1  3  1  0
 16 18  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA199439

   (Cycloheptylamino-hydroxy-phosphono-methyl)-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: 303.19

Molecular Weight (Monoisotopic): 303.0637

AlogP: 0.26

#Rotatable Bonds: 4

Polar Surface Area: 147.32

Molecular Species: ACID

HBA: 4

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -0.47

CX Basic pKa: 2.06

CX LogP: -0.81

CX LogD: -4.94

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.25

Np Likeness Score: 0.12

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