(3S)-2-[(((3-Amino-3-carboxy)propyl)(hydroxy)phosphinyl)-methyl]oxotetrahydrofuran-3-yl

ID: ALA1092314

Max Phase: Preclinical

Molecular Formula: C9H16NO6P

Molecular Weight: 265.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](CCP(=O)(O)CC1CCOC1=O)C(=O)O

Standard InChI:  InChI=1S/C9H16NO6P/c10-7(8(11)12)2-4-17(14,15)5-6-1-3-16-9(6)13/h6-7H,1-5,10H2,(H,11,12)(H,14,15)/t6?,7-/m0/s1

Standard InChI Key:  SKGNYEKKZWGOBE-MLWJPKLSSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   13.7457  -23.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4603  -23.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1747  -23.4214    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.8892  -23.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1747  -24.2464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1666  -22.5917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0312  -23.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3168  -23.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6023  -23.0089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3168  -24.2464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0312  -22.1839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6031  -23.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6043  -24.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3879  -24.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8756  -23.8369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3934  -23.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6511  -22.3837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  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
 12 13  1  0
  1  2  1  0
  1  7  1  0
  3  4  1  0
  7  8  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
 16 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092314

   ---

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: 265.20

Molecular Weight (Monoisotopic): 265.0715

AlogP: -0.38

#Rotatable Bonds: 6

Polar Surface Area: 126.92

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.68

CX Basic pKa: 9.53

CX LogP: -3.52

CX LogD: -6.67

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.44

Np Likeness Score: 1.26

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