3-(Naphtho[1,2-d]oxazol-2-yl)-2-(N-3-dimethylaminopropyl)aminoquinoxaline

ID: ALA4551757

PubChem CID: 155555903

Max Phase: Preclinical

Molecular Formula: C24H23N5O

Molecular Weight: 397.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCCNc1nc2ccccc2nc1-c1nc2c(ccc3ccccc32)o1

Standard InChI:  InChI=1S/C24H23N5O/c1-29(2)15-7-14-25-23-22(26-18-10-5-6-11-19(18)27-23)24-28-21-17-9-4-3-8-16(17)12-13-20(21)30-24/h3-6,8-13H,7,14-15H2,1-2H3,(H,25,27)

Standard InChI Key:  GAXUTWKDNHIOJC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
   29.3473  -29.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3462  -30.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0542  -30.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0524  -29.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7610  -29.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7618  -30.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4703  -30.8394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1786  -30.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1739  -29.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4648  -29.2031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8791  -29.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8879  -30.8345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5940  -30.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6249  -29.5232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9569  -28.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7551  -28.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1654  -28.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9654  -27.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1545  -27.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3033  -30.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0094  -30.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7187  -30.8235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4248  -30.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7219  -31.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3806  -28.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9762  -28.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3851  -29.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1983  -29.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6008  -28.8915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1896  -28.1934    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 26  1  0
 25 18  1  0
 18 19  2  0
 19 16  1  0
 13 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4551757

   ---

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: 397.48

Molecular Weight (Monoisotopic): 397.1903

AlogP: 4.95

#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: 4.19

CX LogD: 2.20

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.41

Np Likeness Score: -0.83

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