(6-Chloropyridin-3-yl)-methyl-diphosphate

ID: ALA2251820

PubChem CID: 46236744

Max Phase: Preclinical

Molecular Formula: C6H8ClNO7P2

Molecular Weight: 303.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P(O)(O)OP(=O)(O)OCc1ccc(Cl)nc1

Standard InChI:  InChI=1S/C6H8ClNO7P2/c7-6-2-1-5(3-8-6)4-14-17(12,13)15-16(9,10)11/h1-3H,4H2,(H,12,13)(H2,9,10,11)

Standard InChI Key:  HWMZLVMBHKPTHS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    1.7609  -22.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7598  -23.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4678  -23.9984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1775  -23.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1746  -22.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4660  -22.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8808  -22.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5900  -22.7610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2962  -22.3497    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.0055  -22.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2931  -21.5325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7116  -22.3444    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.4209  -22.7503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7085  -21.5272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7067  -23.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2911  -23.1661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0517  -23.9975    0.0000 Cl  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
  2 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251820

   (6-Chloropyridin-3-Yl)methyl 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: 303.53

Molecular Weight (Monoisotopic): 302.9465

AlogP: 1.46

#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: 1.80

CX Basic pKa: 0.67

CX LogP: 0.03

CX LogD: -4.77

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.55

Np Likeness Score: 0.08

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