(3S)-3-[((3-Amino-3-carboxy)propyl)(hydroxy)phosphinyl]propenoic acid

ID: ALA1092243

Max Phase: Preclinical

Molecular Formula: C7H12NO6P

Molecular Weight: 237.15

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C7H12NO6P/c8-5(7(11)12)1-3-15(13,14)4-2-6(9)10/h2,4-5H,1,3,8H2,(H,9,10)(H,11,12)(H,13,14)/b4-2+/t5-/m0/s1

Standard InChI Key:  YSSZPJMQTGZZCC-FYTLMZHYSA-N

Molfile:  

     RDKit          2D

 15 14  0  0  0  0  0  0  0  0999 V2000
    5.9539  -10.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6683  -10.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3828  -10.9590    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.0974  -10.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3828  -11.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3748  -10.1294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8119  -10.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5263  -10.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2394  -10.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5249  -10.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2394   -9.7215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8104  -10.5465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5249  -11.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2408  -10.9590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5263   -9.7215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  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  2  0
  8 14  1  0
  3  4  1  0
  8 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092243

   ---

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: 237.15

Molecular Weight (Monoisotopic): 237.0402

AlogP: -0.34

#Rotatable Bonds: 6

Polar Surface Area: 137.92

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.00

CX Basic pKa: 9.53

CX LogP: -4.13

CX LogD: -9.43

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.37

Np Likeness Score: 1.04

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