7-(3,5-Dimethylisoxazol-4-yl)-8-methoxy-1-((tetrahydro-2H-pyran-3-yl)methyl)-1H-imidazo[4,5-c]quinoline-2(3H)-one

ID: ALA4877490

PubChem CID: 164628018

Max Phase: Preclinical

Molecular Formula: C22H24N4O4

Molecular Weight: 408.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1-c1c(C)noc1C)ncc1[nH]c(=O)n(CC3CCCOC3)c12

Standard InChI:  InChI=1S/C22H24N4O4/c1-12-20(13(2)30-25-12)16-7-17-15(8-19(16)28-3)21-18(9-23-17)24-22(27)26(21)10-14-5-4-6-29-11-14/h7-9,14H,4-6,10-11H2,1-3H3,(H,24,27)

Standard InChI Key:  OSRHTSPORIIYSX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.4359  -17.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4348  -17.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1495  -18.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1478  -16.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8632  -17.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8639  -17.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5792  -18.3002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2942  -17.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5736  -16.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2861  -17.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8945  -16.5049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5580  -15.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7416  -15.8445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1876  -15.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7214  -16.6537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7212  -15.8288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7201  -18.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9694  -17.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4169  -18.5852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8288  -19.2999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6359  -19.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7976  -17.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2495  -19.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9681  -15.0399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4399  -14.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2446  -14.2742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4977  -13.4927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465  -12.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1388  -13.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8822  -13.8378    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
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  9  5  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  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
 12 24  2  0
 14 25  1  0
 25 26  1  0
 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877490

   ---

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: 408.46

Molecular Weight (Monoisotopic): 408.1798

AlogP: 3.58

#Rotatable Bonds: 4

Polar Surface Area: 95.17

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.07

CX Basic pKa: 3.08

CX LogP: 2.00

CX LogD: 2.00

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.55

Np Likeness Score: -0.84

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