7-(3,5-Dimethylisoxazol-4-yl)-8-methoxy-N-(2-methoxyethyl)-1-((R)-1-(pyridine-2-yl)ethyl)-1H-imidazo[4,5-c]quinoline-2-amine

ID: ALA4874801

PubChem CID: 66571469

Max Phase: Preclinical

Molecular Formula: C26H28N6O3

Molecular Weight: 472.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCCNc1nc2cnc3cc(-c4c(C)noc4C)c(OC)cc3c2n1[C@H](C)c1ccccn1

Standard InChI:  InChI=1S/C26H28N6O3/c1-15-24(17(3)35-31-15)19-12-21-18(13-23(19)34-5)25-22(14-29-21)30-26(28-10-11-33-4)32(25)16(2)20-8-6-7-9-27-20/h6-9,12-14,16H,10-11H2,1-5H3,(H,28,30)/t16-/m1/s1

Standard InChI Key:  VNTLEGVQLWKYEU-MRXNPFEDSA-N

Molfile:  

 
     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
   15.5364  -26.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5353  -27.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2501  -27.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2483  -26.0712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9637  -26.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9645  -27.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6798  -27.7182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3949  -27.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6742  -26.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3868  -26.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9953  -25.9229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6588  -25.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8423  -25.2623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2882  -24.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8219  -26.0716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8217  -25.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8205  -27.7233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0698  -27.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5173  -28.0032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9292  -28.7180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7363  -28.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8979  -26.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3500  -29.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5406  -23.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3467  -23.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5991  -22.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0448  -22.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2348  -22.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9861  -23.2622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0689  -24.4578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8939  -24.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4818  -24.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3087  -25.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1338  -25.1653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5487  -25.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8 10  1  0
  9  5  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  1  0
 13 14  1  0
  1 15  1  0
 15 16  1  0
  2 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 17  2  0
 18 22  1  0
 21 23  1  0
 14 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 12 30  1  0
 30 31  1  0
 14 32  1  6
 31 33  1  0
 33 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874801

   7-(3,5-dimethylisoxazol-4-yl)-8-methoxy-N-(2-methoxyethyl)-1-((R)-1-(pyridin-2-yl)ethyl)-1H-imidazo[4,5-c]quinolin-2-amine

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: 472.55

Molecular Weight (Monoisotopic): 472.2223

AlogP: 4.93

#Rotatable Bonds: 8

Polar Surface Area: 100.12

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.78

CX LogP: 3.09

CX LogD: 3.09

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.32

Np Likeness Score: -1.18

References

1. Jones KL, Beaumont DM, Bernard SG, Bit RA, Campbell SP, Chung CW, Cutler L, Demont EH, Dennis K, Gordon L, Gray JR, Haase MV, Lewis AJ, McCleary S, Mitchell DJ, Moore SM, Parr N, Robb OJ, Smithers N, Soden PE, Suckling CJ, Taylor S, Walker AL, Watson RJ, Prinjha RK..  (2021)  Discovery of a Novel Bromodomain and Extra Terminal Domain (BET) Protein Inhibitor, I-BET282E, Suitable for Clinical Progression.,  64  (16.0): [PMID:34387088] [10.1021/acs.jmedchem.1c00855]

Source

Source(1):

• Scientific Literature