4-(6-Amino-1H-indol-3-yl)-5-iodo-pyrimidin-2-amine

ID: ALA1802409

PubChem CID: 53361566

Max Phase: Preclinical

Molecular Formula: C12H10IN5

Molecular Weight: 351.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc2c(-c3nc(N)ncc3I)c[nH]c2c1

Standard InChI:  InChI=1S/C12H10IN5/c13-9-5-17-12(15)18-11(9)8-4-16-10-3-6(14)1-2-7(8)10/h1-5,16H,14H2,(H2,15,17,18)

Standard InChI Key:  AIBYTTZDYVGOSH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   11.6114  -11.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6102  -12.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3246  -12.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3228  -11.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0376  -11.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0379  -12.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8278  -12.6044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3158  -11.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8273  -11.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0816  -10.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8894  -10.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1440   -9.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5919   -8.9106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7820   -9.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5310   -9.8690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2279   -8.4753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4406  -10.9205    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   10.8960  -12.7596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0
  9  5  1  0
  4  1  1  0
  5  6  1  0
 10 11  2  0
 11 12  1  0
  2  3  1  0
 12 13  2  0
  3  6  2  0
 13 14  1  0
  1  2  2  0
 14 15  2  0
 15 10  1  0
  9 10  1  0
  5  4  2  0
 14 16  1  0
  6  7  1  0
 11 17  1  0
  7  8  1  0
  2 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1802409

   3-(2-amino-5-iodopyrimidin-4-yl)-1H-indol-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: 351.15

Molecular Weight (Monoisotopic): 350.9981

AlogP: 2.39

#Rotatable Bonds: 1

Polar Surface Area: 93.61

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.43

CX LogP: 2.13

CX LogD: 2.13

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.46

Np Likeness Score: -0.43

References

1. Giraud F, Alves G, Debiton E, Nauton L, Théry V, Durieu E, Ferandin Y, Lozach O, Meijer L, Anizon F, Pereira E, Moreau P..  (2011)  Synthesis, protein kinase inhibitory potencies, and in vitro antiproliferative activities of meridianin derivatives.,  54  (13): [PMID:21623630] [10.1021/jm200464w]

Source

Source(1):

• Scientific Literature