4-(8-Methoxy-1-((R)-1-methoxypropan-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazo[4,5-c]quinoline-7-yl)-3,5-dimethylisoxazole

ID: ALA4878439

Cas Number: 1422554-34-4

PubChem CID: 71258968

Product Number: I647703, Order Now?

Max Phase: Preclinical

Molecular Formula: C25H30N4O4

Molecular Weight: 450.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC[C@@H](C)n1c(C2CCOCC2)nc2cnc3cc(-c4c(C)noc4C)c(OC)cc3c21

Standard InChI:  InChI=1S/C25H30N4O4/c1-14(13-30-4)29-24-18-11-22(31-5)19(23-15(2)28-33-16(23)3)10-20(18)26-12-21(24)27-25(29)17-6-8-32-9-7-17/h10-12,14,17H,6-9,13H2,1-5H3/t14-/m1/s1

Standard InChI Key:  HYPXHDJBILNWLI-CQSZACIVSA-N

Molfile:  

 
     RDKit          2D

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    8.4221  -19.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1368  -20.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1351  -18.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8505  -18.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2815  -19.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5609  -18.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2734  -18.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8818  -18.3674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5454  -17.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7290  -17.7069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1749  -17.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7087  -18.5161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7085  -17.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7074  -20.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9567  -19.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4042  -20.4475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8162  -21.1623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6232  -20.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7849  -19.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2369  -21.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9554  -16.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7781  -16.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1880  -16.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7767  -15.4717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9507  -15.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5362  -16.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4272  -16.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8731  -15.6990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1255  -14.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3685  -17.2699    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
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  7  8  2  0
  8 10  1  0
  9  5  1  0
  9 10  2  0
 10 11  1  0
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  1 15  1  0
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  2 17  1  0
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 18 19  2  0
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 20 21  1  0
 21 17  2  0
 18 22  1  0
 21 23  1  0
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 24 25  1  0
 24 29  1  0
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 26 27  1  0
 27 28  1  0
 28 29  1  0
 14 30  1  0
 30 31  1  0
 31 32  1  0
 14 33  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4878439

   I-BET282

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: 450.54

Molecular Weight (Monoisotopic): 450.2267

AlogP: 4.97

#Rotatable Bonds: 6

Polar Surface Area: 84.43

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.35

CX LogP: 2.74

CX LogD: 2.74

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: -0.88

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]

2. Humphreys PG, Anderson NA, Bamborough P, Baxter A, Chung CW, Cookson R, Craggs PD, Dalton T, Fournier JCL, Gordon LJ, Gray HF, Gray MW, Gregory R, Hirst DJ, Jamieson C, Jones KL, Kessedjian H, Lugo D, McGonagle G, Patel VK, Patten C, Poole DL, Prinjha RK, Ramirez-Molina C, Rioja I, Seal G, Stafford KAJ, Shah RR, Tape D, Theodoulou NH, Tomlinson L, Ukuser S, Wall ID, Wellaway N, White G..  (2022)  Identification and Optimization of a Ligand-Efficient Benzoazepinone Bromodomain and Extra Terminal (BET) Family Acetyl-Lysine Mimetic into the Oral Candidate Quality Molecule I-BET432.,  65  (22.0): [PMID:36378954] [10.1021/acs.jmedchem.2c01102]

Source

Source(1):

• Scientific Literature