5-[((3-Amino-3-carboxy)propyl)(hydroxy)phosphinyl]pentanoic acid

ID: ALA1092242

PubChem CID: 24779946

Max Phase: Preclinical

Molecular Formula: C9H18NO6P

Molecular Weight: 267.22

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H18NO6P/c10-7(9(13)14)4-6-17(15,16)5-2-1-3-8(11)12/h7H,1-6,10H2,(H,11,12)(H,13,14)(H,15,16)

Standard InChI Key:  PCADKDQIEORBCP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 16  0  0  0  0  0  0  0  0999 V2000
   -3.5934  -10.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8789  -10.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1644  -10.6152    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4499  -10.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1644  -11.4403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1725   -9.7856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7355  -10.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0210  -10.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3079  -10.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0224  -10.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3079   -9.3777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7368  -10.2027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0224  -11.4403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935  -10.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4080  -10.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1225  -10.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4080   -9.3777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
  3  5  1  0
  9 10  1  0
  2  3  1  0
  9 11  1  0
  3  6  2  0
 10 12  1  0
  1  2  1  0
 10 13  2  0
  4  7  1  0
  8 14  1  0
  3  4  1  0
 14 15  1  0
  7  8  1  0
 15 16  1  0
 15 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092242

   5-[(3-Amino-3-carboxypropyl)-hydroxyphosphoryl]pentanoic 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: 267.22

Molecular Weight (Monoisotopic): 267.0872

AlogP: 0.31

#Rotatable Bonds: 9

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: 1.82

CX Basic pKa: 9.53

CX LogP: -2.89

CX LogD: -8.78

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.35

Np Likeness Score: 0.89

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