(9H-Purin-6-yl)-hydrazine

ID: ALA394752

Cas Number: 5404-86-4

PubChem CID: 94902

Product Number: H353410, Order Now?

Max Phase: Preclinical

Molecular Formula: C5H6N6

Molecular Weight: 150.15

Molecule Type: Small molecule

Names and Identifiers

Synonyms: GNF-Pf-1671 | 6-Hydrazinopurine|5404-86-4|6-hydrazinyl-9H-purine|6-Hydrazino-1H-purine|Purine, 6-hydrazino-|6-hydrazinyl-7H-purine|7H-purin-6-ylhydrazine|6H-Purin-6-one, 1,7-dihydro-, hydrazone|6-HYDRAZINYL-1H-PURINE|5537-67-7|6-hydrazino-purine|4PX9EKA7KY|6-hydrazino-7(9)H-purine|GNF-PF-1671|NSC-7354|MFCD00703067|N-Aminoadenine|NSC 7354|1,7-Dihydro-6H-purin-6-one hydrazone|6-hydrazino-7H-purine|UNII-4PX9EKA7KY|9H-Purine, 6-hydrazino-|Oprea1_856967|CHEMBL394752|SCHEMBL1095418|AMY2387|DTXSID90202Show More⌵

Canonical SMILES:  NNc1ncnc2[nH]cnc12

Standard InChI:  InChI=1S/C5H6N6/c6-11-5-3-4(8-1-7-3)9-2-10-5/h1-2H,6H2,(H2,7,8,9,10,11)

Standard InChI Key:  IUEISQYNCXVHTJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 11 12  0  0  0  0  0  0  0  0999 V2000
   -0.3460    2.0489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3685    1.6364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3685    0.8114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0830    0.3989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0830   -0.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3685   -0.8386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3460   -0.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3460    0.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1306    0.6538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6155   -0.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1306   -0.6811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA394752

   6-hydrazinyl-7H-purine

Molecule Features

Natural Product: Yes

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: 150.15

Molecular Weight (Monoisotopic): 150.0654

AlogP: -0.36

#Rotatable Bonds: 1

Polar Surface Area: 92.51

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.19

CX Basic pKa: 10.86

CX LogP: -1.45

CX LogD: -1.62

Aromatic Rings: 2

Heavy Atoms: 11

QED Weighted: 0.38

Np Likeness Score: -1.08

References

1. Young RC, Jones M, Milliner KJ, Rana KK, Ward JG..  (1990)  Purine derivatives as competitive inhibitors of human erythrocyte membrane phosphatidylinositol 4-kinase.,  33  (8): [PMID:2165159] [10.1021/jm00170a005]

2. Too K, Brown DM, Bongard E, Yardley V, Vivas L, Loakes D..  (2007)  Anti-malarial activity of N6-modified purine analogues.,  15  (16): [PMID:17548196] [10.1016/j.bmc.2007.05.038]

3. Borrmann T, Abdelrahman A, Volpini R, Lambertucci C, Alksnis E, Gorzalka S, Knospe M, Schiedel AC, Cristalli G, Müller CE..  (2009)  Structure-activity relationships of adenine and deazaadenine derivatives as ligands for adenine receptors, a new purinergic receptor family.,  52  (19): [PMID:19731917] [10.1021/jm9006356]

4. Plouffe D, Brinker A, McNamara C, Henson K, Kato N, Kuhen K, Nagle A, Adrián F, Matzen JT, Anderson P, Nam TG, Gray NS, Chatterjee A, Janes J, Yan SF, Trager R, Caldwell JS, Schultz PG, Zhou Y, Winzeler EA..  (2008)  In silico activity profiling reveals the mechanism of action of antimalarials discovered in a high-throughput screen.,  105  (26): [PMID:18579783] [10.1073/pnas.0802982105]

Source

Source(2):

• Scientific Literature
• Novartis Malaria Screening