[2-(3H-Indol-3-yl)-ethyl]-(9H-purin-6-yl)-amine

ID: ALA362958

PubChem CID: 44400278

Max Phase: Preclinical

Molecular Formula: C15H14N6

Molecular Weight: 278.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C1=Nc2ccccc2C1CCNc1[nH]cnc2ncnc1-2

Standard InChI:  InChI=1S/C15H14N6/c1-2-4-12-11(3-1)10(7-17-12)5-6-16-14-13-15(19-8-18-13)21-9-20-14/h1-4,7-10H,5-6H2,(H2,16,18,19,20,21)

Standard InChI Key:  JUEVJILVDUGDAL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    4.2375    0.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6875   -2.7667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375    1.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4542    0.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4542    1.4708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -0.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    1.6333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9667    0.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6542    0.3875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1375   -2.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2750   -3.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4667   -3.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6667    1.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3792   -2.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -0.8417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6667   -1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9167   -3.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6667   -2.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5292   -4.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1667   -4.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9792   -4.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 10  2  0
  3  1  1  0
  4  1  1  0
  5  3  2  0
  6  1  2  0
  7  3  1  0
  8  4  2  0
  9  6  1  0
 10 14  1  0
 11 12  2  0
 12 14  1  0
 13  9  1  0
 14 18  1  0
 15  6  1  0
 16 15  1  0
 17 12  1  0
 18 16  1  0
 19 11  1  0
 20 17  2  0
 21 20  1  0
  8  5  1  0
 13  7  2  0
  2 11  1  0
 19 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA362958

   N-[2-(3H-indol-3-yl)ethyl]-7H-purin-6-amine

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: 278.32

Molecular Weight (Monoisotopic): 278.1280

AlogP: 2.61

#Rotatable Bonds: 4

Polar Surface Area: 78.85

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.14

CX Basic pKa: 4.74

CX LogP: 1.09

CX LogD: 0.46

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: -0.26

References

1. Toledo-Sherman L, Deretey E, Slon-Usakiewicz JJ, Ng W, Dai JR, Foster JE, Redden PR, Uger MD, Liao LC, Pasternak A, Reid N..  (2005)  Frontal affinity chromatography with MS detection of EphB2 tyrosine kinase receptor. 2. Identification of small-molecule inhibitors via coupling with virtual screening.,  48  (9): [PMID:15857128] [10.1021/jm0492204]

Source

Source(1):

• Scientific Literature