N-(3-(dimethylamino)propyl)-2-(6H-indolo[2,3-b]quinoxalin-6-yl)acetamide

ID: ALA4090061

PubChem CID: 39070901

Max Phase: Preclinical

Molecular Formula: C21H23N5O

Molecular Weight: 361.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCCNC(=O)Cn1c2ccccc2c2nc3ccccc3nc21

Standard InChI:  InChI=1S/C21H23N5O/c1-25(2)13-7-12-22-19(27)14-26-18-11-6-3-8-15(18)20-21(26)24-17-10-5-4-9-16(17)23-20/h3-6,8-11H,7,12-14H2,1-2H3,(H,22,27)

Standard InChI Key:  GMDOQXZCBVEFMS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    9.4871   -8.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4859   -8.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1940   -9.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1922   -7.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9008   -8.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9016   -8.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6101   -9.3613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6045   -7.7250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3136   -8.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3213   -8.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1026   -9.1933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0903   -7.8681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5757   -8.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3866   -8.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7131   -7.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2226   -7.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4134   -7.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3631   -9.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8226  -10.5808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0831  -11.3553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0216  -10.4191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5426  -11.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8031  -12.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2626  -13.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4616  -13.1940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9210  -13.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2010  -12.4195    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 10  2  0
  9  8  2  0
  8  5  1  0
  9 10  1  0
 10 11  1  0
 11 13  1  0
 12  9  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4090061

   N-[3-(dimethylamino)propyl]-2-indolo[3,2-b]quinoxalin-6-ylacetamide

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: 361.45

Molecular Weight (Monoisotopic): 361.1903

AlogP: 2.81

#Rotatable Bonds: 6

Polar Surface Area: 63.05

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.30

CX LogP: 2.37

CX LogD: 0.47

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.54

Np Likeness Score: -1.38

References

1. Klimenko K, Lyakhov S, Shibinskaya M, Karpenko A, Marcou G, Horvath D, Zenkova M, Goncharova E, Amirkhanov R, Krysko A, Andronati S, Levandovskiy I, Polishchuk P, Kuz'min V, Varnek A..  (2017)  Virtual screening, synthesis and biological evaluation of DNA intercalating antiviral agents.,  27  (16): [PMID:28666733] [10.1016/j.bmcl.2017.06.035]

Source

Source(1):

• Scientific Literature