(3S)-3-[(((3-Amino-3-carboxy)propyl)(hydroxy)phosphinyl)]-pentan-1,5-dioic Acid

ID: ALA1092592

PubChem CID: 24780086

Max Phase: Preclinical

Molecular Formula: C9H16NO8P

Molecular Weight: 297.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H16NO8P/c10-6(9(15)16)1-2-19(17,18)5(3-7(11)12)4-8(13)14/h5-6H,1-4,10H2,(H,11,12)(H,13,14)(H,15,16)(H,17,18)/t6-/m0/s1

Standard InChI Key:  SMHZTJAUKOVPJW-LURJTMIESA-N

Molfile:  

     RDKit          2D

 19 18  0  0  0  0  0  0  0  0999 V2000
   13.4662  -15.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1806  -14.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8951  -15.2812    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.6096  -14.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8951  -16.1062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8870  -14.4516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7516  -14.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0371  -15.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3227  -14.8687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0371  -16.1062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7516  -14.0437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3240  -15.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0386  -14.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7531  -15.2812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0386  -14.0437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6096  -14.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8951  -13.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8951  -12.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1806  -14.0437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  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
  4 16  1  0
 16 17  1  0
  8  9  1  0
 17 18  2  0
  3  5  1  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092592

   (3S)-3-[(((3-Amino-3-carboxy)propyl)(hydroxy)phosphinyl)]-pentan-1,5-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: 297.20

Molecular Weight (Monoisotopic): 297.0614

AlogP: -0.62

#Rotatable Bonds: 9

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: 1.80

CX Basic pKa: 9.53

CX LogP: -3.95

CX LogD: -12.90

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.35

Np Likeness Score: 0.76

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