N-(tert-Butyl)-3-(3-(dimethylamino)propyl)-8-(2-fluorophenyl)-3H-imidazo[2,1-i]purin-7-amine

ID: ALA4474788

PubChem CID: 155537281

Max Phase: Preclinical

Molecular Formula: C22H28FN7

Molecular Weight: 409.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCCn1cnc2c1ncn1c(NC(C)(C)C)c(-c3ccccc3F)nc21

Standard InChI:  InChI=1S/C22H28FN7/c1-22(2,3)27-21-17(15-9-6-7-10-16(15)23)26-20-18-19(25-14-30(20)21)29(13-24-18)12-8-11-28(4)5/h6-7,9-10,13-14,27H,8,11-12H2,1-5H3

Standard InChI Key:  JROVIAPUTQWNSZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.9979  -21.0943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2862  -19.8646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9979  -19.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8236  -18.6482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0067  -18.5630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6747  -19.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7032  -19.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7077  -20.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4870  -20.9335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9659  -20.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.8756  -19.4847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6240  -20.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8248  -20.4331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1715  -20.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4065  -21.0489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5969  -17.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0080  -17.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5989  -16.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7808  -16.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3736  -17.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7850  -17.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7439  -21.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2005  -22.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4574  -23.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9141  -23.7057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1710  -24.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1138  -23.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8252  -17.1514    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0
  1  2  2  0
  2  9  1  0
  8  4  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
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  7  3  1  0
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  9 10  1  0
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  7 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
  6 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 10 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 19 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474788

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 409.51

Molecular Weight (Monoisotopic): 409.2390

AlogP: 4.05

#Rotatable Bonds: 6

Polar Surface Area: 63.28

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.66

CX LogP: 2.31

CX LogD: 0.07

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -1.52

References

1. Pelliccia S, Amato J, Capasso D, Di Gaetano S, Massarotti A, Piccolo M, Irace C, Tron GC, Pagano B, Randazzo A, Novellino E, Giustiniano M..  (2020)  Bio-Inspired Dual-Selective BCL-2/c-MYC G-Quadruplex Binders: Design, Synthesis, and Anticancer Activity of Drug-like Imidazo[2,1-i]purine Derivatives.,  63  (5): [PMID:31241946] [10.1021/acs.jmedchem.9b00262]

Source

Source(1):

• Scientific Literature