(R)-4-Cyclopropyl-6-(((S)-1-(2,4-dimethylphenyl)ethyl)amino)-1,3-dimethyl-3,4-dihydroquinoxalin-2(1H)-one

ID: ALA4168169

PubChem CID: 137628634

Max Phase: Preclinical

Molecular Formula: C23H29N3O

Molecular Weight: 363.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc([C@H](C)Nc2ccc3c(c2)N(C2CC2)[C@H](C)C(=O)N3C)c(C)c1

Standard InChI:  InChI=1S/C23H29N3O/c1-14-6-10-20(15(2)12-14)16(3)24-18-7-11-21-22(13-18)26(19-8-9-19)17(4)23(27)25(21)5/h6-7,10-13,16-17,19,24H,8-9H2,1-5H3/t16-,17+/m0/s1

Standard InChI Key:  SVQCMDHUVKEZPE-DLBZAZTESA-N

Molfile:  

     RDKit          2D

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   32.1759  -27.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5942  -26.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5931  -27.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3011  -27.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2993  -26.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0080  -26.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0068  -27.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7130  -27.6403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4249  -27.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4260  -26.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7153  -25.9990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1347  -26.0057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7153  -25.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7107  -28.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8850  -27.6418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1314  -27.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4696  -27.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7630  -27.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0555  -27.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0544  -28.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7667  -28.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4714  -28.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3015  -29.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1186  -29.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3469  -28.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1756  -26.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7650  -26.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  6 11  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
  8 14  1  0
  3 15  1  0
  9 16  1  1
 15  1  1  0
  1 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 23 14  1  0
 24 23  1  0
 14 24  1  0
 20 25  1  0
  1 26  1  6
 18 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4168169

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 363.51

Molecular Weight (Monoisotopic): 363.2311

AlogP: 4.81

#Rotatable Bonds: 4

Polar Surface Area: 35.58

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.87

CX LogP: 4.56

CX LogD: 4.56

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.85

Np Likeness Score: -1.02

References

1. Hu J, Wang Y, Li Y, Xu L, Cao D, Song S, Damaneh MS, Wang X, Meng T, Chen YL, Shen J, Miao Z, Xiong B..  (2017)  Discovery of a series of dihydroquinoxalin-2(1H)-ones as selective BET inhibitors from a dual PLK1-BRD4 inhibitor.,  137  [PMID:28586718] [10.1016/j.ejmech.2017.05.049]

Source

Source(1):

• Scientific Literature