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

ID: ALA4085899

PubChem CID: 39070972

Max Phase: Preclinical

Molecular Formula: C20H21N5O

Molecular Weight: 347.42

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  RFWLFRNPHYOUJD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   26.1322  -16.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1311  -17.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8391  -17.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8373  -15.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5459  -16.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5467  -17.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2552  -17.5745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2496  -15.9382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9587  -16.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9664  -17.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7477  -17.4065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7354  -16.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2208  -16.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0317  -16.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3582  -15.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8677  -15.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0585  -15.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0082  -18.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4677  -18.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7282  -19.5685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6667  -18.6323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1877  -20.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4482  -20.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9077  -21.5689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1682  -22.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1067  -21.4072    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
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4085899

   N-[2-(dimethylamino)ethyl]-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: 347.42

Molecular Weight (Monoisotopic): 347.1746

AlogP: 2.42

#Rotatable Bonds: 5

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: 8.51

CX LogP: 2.31

CX LogD: 1.17

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.60

Np Likeness Score: -1.48

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