8-(2,4,5-Trichloro-phenylsulfanyl)-9H-purin-6-ylamine

ID: ALA194716

PubChem CID: 11302426

Max Phase: Preclinical

Molecular Formula: C11H6Cl3N5S

Molecular Weight: 346.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1[nH]cnc2nc(Sc3cc(Cl)c(Cl)cc3Cl)nc1-2

Standard InChI:  InChI=1S/C11H6Cl3N5S/c12-4-1-6(14)7(2-5(4)13)20-11-18-8-9(15)16-3-17-10(8)19-11/h1-3H,(H3,15,16,17,18,19)

Standard InChI Key:  XNQWZHLNMCVUGP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    2.0042    1.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5167    0.8583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375    1.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5167    2.1958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375    1.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2417    0.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0167    2.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8292    1.5208    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0167    0.6958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8292    0.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6958    1.9333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792    0.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667    0.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2417   -0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667   -0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6958    1.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0167    3.1708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792    1.5333    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4750   -1.3292    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8250   -1.3292    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  4  1  0
  4  1  2  0
  5  2  2  0
  6  8  1  0
  7  3  2  0
  8  1  1  0
  9  5  1  0
 10  6  2  0
 11  7  1  0
 12 13  2  0
 13  6  1  0
 14 10  1  0
 15 12  1  0
 16  9  2  0
 17  7  1  0
 18 13  1  0
 19 15  1  0
 20 14  1  0
  3  5  1  0
 11 16  1  0
 14 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA194716

   8-(2,4,5-Trichloro-phenylsulfanyl)-9H-purin-6-ylamine

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: 346.63

Molecular Weight (Monoisotopic): 344.9409

AlogP: 4.00

#Rotatable Bonds: 2

Polar Surface Area: 80.48

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.98

CX Basic pKa: 0.50

CX LogP: 3.96

CX LogD: 3.09

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.69

Np Likeness Score: -1.15

References

1. Llauger L, He H, Kim J, Aguirre J, Rosen N, Peters U, Davies P, Chiosis G..  (2005)  Evaluation of 8-arylsulfanyl, 8-arylsulfoxyl, and 8-arylsulfonyl adenine derivatives as inhibitors of the heat shock protein 90.,  48  (8): [PMID:15828828] [10.1021/jm049012b]

Source

Source(1):

• Scientific Literature