(Pyridin-2-yl)-methyl-diphosphate

ID: ALA2251819

PubChem CID: 46236743

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)OCc1ccccn1

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

Standard InChI Key:  OARUJIDCMHXHER-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   15.1579  -18.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1567  -19.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8648  -19.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5745  -19.0449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5716  -18.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8630  -17.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2778  -17.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9870  -18.2169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6932  -17.8056    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.4024  -18.2115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6901  -16.9884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1086  -17.8003    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.8178  -18.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1055  -16.9831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1037  -18.6138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6881  -18.6221    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:

   

   ALA2251819

   (PYRIDIN-2-YL)-METHYL-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: 1.74

CX Basic pKa: 3.89

CX LogP: -2.19

CX LogD: -5.51

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.67

Np Likeness Score: -0.12

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]

Source

Source(1):

• Scientific Literature