5-(2-aminooxazol-4-yl)furan-2-ylphosphonic acid

ID: ALA3218217

PubChem CID: 85770299

Max Phase: Preclinical

Molecular Formula: C7H7N2O5P

Molecular Weight: 230.12

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(-c2ccc(P(=O)(O)O)o2)co1

Standard InChI:  InChI=1S/C7H7N2O5P/c8-7-9-4(3-13-7)5-1-2-6(14-5)15(10,11)12/h1-3H,(H2,8,9)(H2,10,11,12)

Standard InChI Key:  MTYJWXNZEDSOMC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    7.8541   -4.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6713   -4.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9256   -4.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2627   -3.5247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6039   -4.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7032   -3.7553    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.3097   -4.3030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2904   -3.0418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2809   -3.1697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8266   -3.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5723   -2.9805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7542   -2.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5029   -3.7595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1666   -4.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2731   -2.3202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  3  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  5 10  1  0
 11 12  2  0
 10 11  1  0
 12 13  1  0
 13 14  1  0
 14 10  2  0
 12 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3218217

   [5-(2-Amino-1,3-oxazol-4-yl)furan-2-yl]phosphonic 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: 230.12

Molecular Weight (Monoisotopic): 230.0093

AlogP: 0.32

#Rotatable Bonds: 2

Polar Surface Area: 122.72

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.76

CX Basic pKa: 1.54

CX LogP: -1.17

CX LogD: -3.86

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.63

Np Likeness Score: -0.20

References

1. Dang Q, Kasibthatla SR, Jiang T, Taplin F, Gibson T, Potter SC, van Poelje PD, Erion MD.  (2011)  Oxazole phosphonic acids as fructose 1,6-bisphosphatase inhibitors with potent glucose-lowering activity,  2  (4): [10.1039/C0MD00269K]

Source

Source(1):

• Scientific Literature