N-tert-butyl-8-[4-(dimethylamino)phenyl]-3-(2-morpholinoethyl)imidazo[2,1-f]purin-7-amine

ID: ALA4570106

PubChem CID: 155564345

Max Phase: Preclinical

Molecular Formula: C25H34N8O

Molecular Weight: 462.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(-c2nc3c4ncn(CCN5CCOCC5)c4ncn3c2NC(C)(C)C)cc1

Standard InChI:  InChI=1S/C25H34N8O/c1-25(2,3)29-24-20(18-6-8-19(9-7-18)30(4)5)28-23-21-22(27-17-33(23)24)32(16-26-21)11-10-31-12-14-34-15-13-31/h6-9,16-17,29H,10-15H2,1-5H3

Standard InChI Key:  AVLMQZRLBCUKJR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.5260   -7.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2392   -8.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.2370  -10.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0343  -10.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2478  -11.0884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0452  -11.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2588  -12.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6749  -12.6831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   30.3905   -8.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7717   -9.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9744   -9.4551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.2973   -6.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8854   -5.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3002   -4.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  1 20  1  0
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 26 31  1  0
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 32 33  1  0
 32 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4570106

   ---

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: 462.60

Molecular Weight (Monoisotopic): 462.2856

AlogP: 3.35

#Rotatable Bonds: 6

Polar Surface Area: 75.75

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.09

CX LogP: 2.00

CX LogD: 1.82

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.47

Np Likeness Score: -1.54

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