(3S)-3-[((3-Amino-3-carboxylate)propyl)(hydroxy)phosphinate]-2-(2-hydroxyethyl)propanoate

ID: ALA1093612

PubChem CID: 46197878

Max Phase: Preclinical

Molecular Formula: C9H18NO7P

Molecular Weight: 283.22

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H18NO7P/c10-7(9(14)15)2-4-18(16,17)5-6(1-3-11)8(12)13/h6-7,11H,1-5,10H2,(H,12,13)(H,14,15)(H,16,17)/t6?,7-/m0/s1

Standard InChI Key:  IPELLEGLRZLYPW-MLWJPKLSSA-N

Molfile:  

     RDKit          2D

 18 17  0  0  0  0  0  0  0  0999 V2000
   -3.4329  -26.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7184  -26.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0040  -26.5191    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2895  -26.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0040  -27.3441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0121  -25.6896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1474  -26.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8619  -26.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5763  -26.1066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8619  -27.3441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1474  -25.2816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5751  -26.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1395  -26.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8539  -26.5191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1395  -25.2816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5751  -27.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1395  -27.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8539  -27.3441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  5  1  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
M  END

Associated Targets(non-human)

Grm4 Metabotropic glutamate receptor 4 (663 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Grm8 Metabotropic glutamate receptor 8 (169 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 283.22Molecular Weight (Monoisotopic): 283.0821AlogP: -0.86#Rotatable Bonds: 9
Polar Surface Area: 158.15Molecular Species: ZWITTERIONHBA: 5HBD: 5
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 6#RO5 Violations (Lipinski): 1
CX Acidic pKa: 1.66CX Basic pKa: 9.53CX LogP: -4.21CX LogD: -10.17
Aromatic Rings: Heavy Atoms: 18QED Weighted: 0.34Np Likeness Score: 1.10

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