pyridin-3-ylmethyl trihydrogen diphosphate

ID: ALA2251817

PubChem CID: 46236604

Max Phase: Preclinical

Molecular Formula: C6H9NO7P2

Molecular Weight: 269.09

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P(O)(O)OP(=O)(O)OCc1cccnc1

Standard InChI:  InChI=1S/C6H9NO7P2/c8-15(9,10)14-16(11,12)13-5-6-2-1-3-7-4-6/h1-4H,5H2,(H,11,12)(H2,8,9,10)

Standard InChI Key:  ZGCXLEIPHNIRMO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    0.8034  -18.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8022  -19.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5103  -20.0734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2200  -19.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2171  -18.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5085  -18.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9233  -18.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6325  -18.8360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3387  -18.4247    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.0479  -18.8306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3356  -17.6075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7541  -18.4194    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.4633  -18.8253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7510  -17.6022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7492  -19.2329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3336  -19.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 12 15  1  0
  9 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251817

   Pyridin-3-Ylmethyl Trihydrogen Diphosphate

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: 269.09

Molecular Weight (Monoisotopic): 268.9854

AlogP: 0.81

#Rotatable Bonds: 5

Polar Surface Area: 126.18

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.76

CX Basic pKa: 4.74

CX LogP: -1.94

CX LogD: -5.59

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.67

Np Likeness Score: 0.23

References

1. Wang K, Wang W, No JH, Zhang Y, Zhang Y, Oldfield E..  (2010)  Inhibition of the Fe(4)S(4)-cluster-containing protein IspH (LytB): electron paramagnetic resonance, metallacycles, and mechanisms.,  132  (19): [PMID:20426416] [10.1021/ja909664j]

2. Masini T, Hirsch AK..  (2014)  Development of inhibitors of the 2C-methyl-D-erythritol 4-phosphate (MEP) pathway enzymes as potential anti-infective agents.,  57  (23): [PMID:25210872] [10.1021/jm5010978]

Source

Source(1):

• Scientific Literature