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

ID: ALA1092251

PubChem CID: 24779942

Max Phase: Preclinical

Molecular Formula: C8H14NO8P

Molecular Weight: 283.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(CCP(=O)(O)C(CC(=O)O)C(=O)O)C(=O)O

Standard InChI:  InChI=1S/C8H14NO8P/c9-4(7(12)13)1-2-18(16,17)5(8(14)15)3-6(10)11/h4-5H,1-3,9H2,(H,10,11)(H,12,13)(H,14,15)(H,16,17)

Standard InChI Key:  WCHLSNCUKVAGGK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 17  0  0  0  0  0  0  0  0999 V2000
   -3.0801  -14.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3656  -14.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511  -14.8412    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9366  -14.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511  -15.6662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6592  -14.0116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7945  -14.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5090  -14.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2236  -14.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5090  -15.6662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7945  -13.6037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2221  -14.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4924  -14.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2068  -14.8412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4924  -13.6037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9366  -13.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2221  -13.1912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511  -13.1912    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  0
  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
  4 16  1  0
 16 17  1  0
  8  9  1  0
 16 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092251

   2-[(((3-Amino-3-carboxy)propyl)(hydroxy)phosphinyl)]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: 283.17

Molecular Weight (Monoisotopic): 283.0457

AlogP: -1.01

#Rotatable Bonds: 8

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: 1.40

CX Basic pKa: 9.53

CX LogP: -3.92

CX LogD: -11.90

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.35

Np Likeness Score: 0.80

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