9-Butyl-8-(3-methoxy-benzenesulfonyl)-9H-purin-6-ylamine

Names and Identifiers

Canonical SMILES: CCCCn1c(S(=O)(=O)c2cccc(OC)c2)nc2c(N)ncnc21

Standard InChI: InChI=1S/C16H19N5O3S/c1-3-4-8-21-15-13(14(17)18-10-19-15)20-16(21)25(22,23)12-7-5-6-11(9-12)24-2/h5-7,9-10H,3-4,8H2,1-2H3,(H2,17,18,19)

Standard InChI Key: AZMCWAPSEDIIFM-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    2.1292    1.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    0.9833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9542    1.6458    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    2.3208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8542    2.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8542    1.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3667    0.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417    2.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417    0.8208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    2.0583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3625    2.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5375    0.9333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1917    0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    1.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000    0.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1375    3.2958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6000    0.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9500    0.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4292    0.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3625   -0.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1875   -0.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417   -0.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8417    0.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6000   -1.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0500   -1.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  2  0
  5  4  1  0
  6  2  1  0
  7  3  1  0
  8  5  2  0
  9  6  2  0
 10  8  1  0
 11  3  2  0
 12  3  2  0
 13  7  1  0
 14  9  1  0
 15  2  1  0
 16  8  1  0
 17 13  2  0
 18  7  2  0
 19 17  1  0
 20 18  1  0
 21 20  2  0
 22 15  1  0
 23 19  1  0
 24 22  1  0
 25 24  1  0
  5  6  1  0
 10 14  2  0
 21 17  1  0
M  END

Alternative Forms

Parent:

ALA372013
9-Butyl-8-(3-methoxybenzene-1-sulfonyl)-9H-purin-6-amine

Associated Targets(Human)

HSP90AA1 Tchem Heat shock protein HSP90 (3606 Activities)

Discover Target: HSP90AA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SK-BR-3 (5175 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Hsp90aa1 Heat shock protein HSP 90-alpha (54 Activities)

Discover Target: Hsp90aa1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 361.43	Molecular Weight (Monoisotopic): 361.1209	AlogP: 2.05	#Rotatable Bonds: 6
Polar Surface Area: 112.99	Molecular Species: NEUTRAL	HBA: 8	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 8	HBD (Lipinski): 2	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: 3.22	CX LogP: 2.50	CX LogD: 2.50
Aromatic Rings: 3	Heavy Atoms: 25	QED Weighted: 0.71	Np Likeness Score: -1.09

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