3-(Benzo[d]oxazol-2-yl)-2-(N-3-dimethylaminopropyl)aminoquinoxaline

ID: ALA4534903

PubChem CID: 155549418

Max Phase: Preclinical

Molecular Formula: C20H21N5O

Molecular Weight: 347.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCCNc1nc2ccccc2nc1-c1nc2ccccc2o1

Standard InChI:  InChI=1S/C20H21N5O/c1-25(2)13-7-12-21-19-18(22-14-8-3-4-9-15(14)23-19)20-24-16-10-5-6-11-17(16)26-20/h3-6,8-11H,7,12-13H2,1-2H3,(H,21,23)

Standard InChI Key:  WULICCOJGPWQTR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   20.4861  -17.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4850  -17.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1930  -18.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1913  -16.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8999  -17.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9006  -17.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6092  -18.3174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3174  -17.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3127  -17.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6036  -16.6811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0179  -16.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0267  -18.3124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7328  -17.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7638  -17.0011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0957  -15.8602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8939  -15.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3042  -16.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1165  -16.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5195  -15.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1042  -14.9728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2933  -14.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4421  -18.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1482  -17.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8575  -18.3014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5636  -17.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8607  -19.1186    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  9  1  0
  9 10  2  0
 10  5  1  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 11 14  2  0
 14 17  1  0
 16 15  1  0
 15 11  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 13 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534903

   ---

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: 347.42

Molecular Weight (Monoisotopic): 347.1746

AlogP: 3.80

#Rotatable Bonds: 6

Polar Surface Area: 67.08

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.40

CX LogP: 3.20

CX LogD: 1.21

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.54

Np Likeness Score: -1.07

References

1. Liu QQ, Lu K, Zhu HM, Kong SL, Yuan JM, Zhang GH, Chen NY, Gu CX, Pan CX, Mo DL, Su GF..  (2019)  Identification of 3-(benzazol-2-yl)quinoxaline derivatives as potent anticancer compounds: Privileged structure-based design, synthesis, and bioactive evaluation in vitro and in vivo.,  165  [PMID:30685528] [10.1016/j.ejmech.2019.01.004]

Source

Source(1):

• Scientific Literature