(3S)-2-[(((3-Amino-3-carboxy)propyl)(hydroxy)phosphinyl)-methyl]butan-1,4-dioic Acid

ID: ALA1092315

PubChem CID: 24779945

Max Phase: Preclinical

Molecular Formula: C9H16NO8P

Molecular Weight: 297.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H16NO8P/c10-6(9(15)16)1-2-19(17,18)4-5(8(13)14)3-7(11)12/h5-6H,1-4,10H2,(H,11,12)(H,13,14)(H,15,16)(H,17,18)/t5?,6-/m0/s1

Standard InChI Key:  PGKLRXONCFHSCZ-GDVGLLTNSA-N

Molfile:  

     RDKit          2D

 19 18  0  0  0  0  0  0  0  0999 V2000
    5.5596  -26.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2741  -26.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9885  -26.5191    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.7030  -26.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9885  -27.3441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9804  -25.6896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8451  -26.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1306  -26.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4162  -26.1066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1306  -27.3441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8451  -25.2816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4174  -26.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1320  -26.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8464  -26.5191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1320  -25.2816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4174  -27.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1320  -27.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8464  -27.3441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1320  -28.5816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8 10  2  0
  2  3  1  0
  7 11  1  1
  3  6  2  0
  4 12  1  0
  1  2  1  0
 12 13  1  0
  1  7  1  0
 13 14  1  0
  3  4  1  0
 13 15  2  0
  7  8  1  0
 12 16  1  0
 16 17  1  0
  8  9  1  0
 17 18  1  0
  3  5  1  0
 17 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092315

   (3S)-2-[(((3-Amino-3-carboxy)propyl)(hydroxy)phosphinyl)-methyl]butan-1,4-dioic 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: 297.20

Molecular Weight (Monoisotopic): 297.0614

AlogP: -0.77

#Rotatable Bonds: 9

Polar Surface Area: 175.22

Molecular Species: ZWITTERION

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.86

CX Basic pKa: 9.53

CX LogP: -4.20

CX LogD: -11.98

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.34

Np Likeness Score: 0.79

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