6-methylsulfanyl-7H-purin-2-amine

ID: ALA1172777

Cas Number: 1198-47-6

PubChem CID: 70976

Product Number: A166390, Order Now?

Max Phase: Preclinical

Molecular Formula: C6H7N5S

Molecular Weight: 181.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1nc(N)nc2[nH]cnc12

Standard InChI:  InChI=1S/C6H7N5S/c1-12-5-3-4(9-2-8-3)10-6(7)11-5/h2H,1H3,(H3,7,8,9,10,11)

Standard InChI Key:  YEGKYFQLKYGHAR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 12 13  0  0  0  0  0  0  0  0999 V2000
   -0.5958   -5.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5958   -4.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1187   -4.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8653   -5.1612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8332   -4.7487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5477   -5.9862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1187   -5.9862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8332   -5.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3804   -5.8286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3804   -4.4937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1187   -3.5112    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8332   -3.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  7  1  0
  1  9  1  0
  2  3  1  0
  2 10  1  0
  3  5  2  0
  3 11  1  0
  4  9  1  0
  4 10  2  0
  8  5  1  0
  8  6  1  0
  8  7  2  0
 11 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1172777

   2-Amino-6-methylmercaptopurine

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: 181.22

Molecular Weight (Monoisotopic): 181.0422

AlogP: 0.66

#Rotatable Bonds: 1

Polar Surface Area: 80.48

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.79

CX Basic pKa: 5.46

CX LogP: 0.78

CX LogD: 0.76

Aromatic Rings: 2

Heavy Atoms: 12

QED Weighted: 0.50

Np Likeness Score: -0.98

References

1. Ducati RG, Basso LA, Santos DS, de Azevedo WF..  (2010)  Crystallographic and docking studies of purine nucleoside phosphorylase from Mycobacterium tuberculosis.,  18  (13): [PMID:20570524] [10.1016/j.bmc.2010.05.009]

2. Okamoto M, Saito N, Kojima H, Okabe T, Takeda K, Ichijo H, Furuya T, Nagano T..  (2011)  Identification of novel ASK1 inhibitors using virtual screening.,  19  (1): [PMID:21134755] [10.1016/j.bmc.2010.11.004]

3. Drug metabolism data, 

Source

Source(2):

• Scientific Literature
• Curated Drug Metabolism Pathways