(3S)-2-[((3-Amino-3-carboxy)propyl)(hydroxy)phosphinyl]-ethylphosphonate

ID: ALA1092244

Max Phase: Preclinical

Molecular Formula: C6H15NO7P2

Molecular Weight: 275.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](CCP(=O)(O)CCP(=O)(O)O)C(=O)O

Standard InChI:  InChI=1S/C6H15NO7P2/c7-5(6(8)9)1-2-15(10,11)3-4-16(12,13)14/h5H,1-4,7H2,(H,8,9)(H,10,11)(H2,12,13,14)/t5-/m0/s1

Standard InChI Key:  VWCVVQHTGLXCCJ-YFKPBYRVSA-N

Molfile:  

     RDKit          2D

 16 15  0  0  0  0  0  0  0  0999 V2000
   14.1262  -10.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8406  -10.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5551  -10.9911    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.2696  -10.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5551  -11.8161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5470  -10.1615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9840  -10.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6986  -10.5786    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.4116  -10.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6971  -10.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4116   -9.7536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9827  -10.5786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6971  -11.8161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4131  -10.9911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6986   -9.7536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6920  -11.3990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
  3  5  1  0
  9 10  1  0
  2  3  1  0
  9 11  1  1
  3  6  2  0
 10 12  1  0
  1  2  1  0
 10 13  2  0
  4  7  1  0
  8 14  1  0
  3  4  1  0
  8 15  2  0
  7  8  1  0
  8 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092244

   ---

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: 275.13

Molecular Weight (Monoisotopic): 275.0324

AlogP: -0.76

#Rotatable Bonds: 7

Polar Surface Area: 158.15

Molecular Species: ZWITTERION

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.46

CX Basic pKa: 9.56

CX LogP: -4.70

CX LogD: -10.25

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.38

Np Likeness Score: 0.78

References

1. Selvam C, Oueslati N, Lemasson IA, Brabet I, Rigault D, Courtiol T, Cesarini S, Triballeau N, Bertrand HO, Goudet C, Pin JP, Acher FC..  (2010)  A virtual screening hit reveals new possibilities for developing group III metabotropic glutamate receptor agonists.,  53  (7): [PMID:20218620] [10.1021/jm901523t]

Source

Source(1):

• Scientific Literature