4-(6H-indolo[2,3-b]quinoxalin-6-yl)-N-(3-morpholinopropyl)butanamide

ID: ALA4084035

PubChem CID: 137647973

Max Phase: Preclinical

Molecular Formula: C25H29N5O2

Molecular Weight: 431.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCn1c2ccccc2c2nc3ccccc3nc21)NCCCN1CCOCC1

Standard InChI:  InChI=1S/C25H29N5O2/c31-23(26-12-6-13-29-15-17-32-18-16-29)11-5-14-30-22-10-4-1-7-19(22)24-25(30)28-21-9-3-2-8-20(21)27-24/h1-4,7-10H,5-6,11-18H2,(H,26,31)

Standard InChI Key:  OABXSOCXARRUCJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   27.3869   -1.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3857   -2.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0938   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0920   -1.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8006   -1.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8014   -2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5099   -2.8816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5043   -1.2453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2134   -1.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2211   -2.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0024   -2.7136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9901   -1.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4755   -2.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2864   -1.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6129   -1.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1224   -0.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3132   -0.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2629   -3.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0640   -3.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3245   -4.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1255   -4.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3860   -5.3606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6660   -3.9731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8455   -5.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0445   -5.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5039   -6.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7029   -6.2630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4451   -5.4889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6480   -5.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1040   -5.9364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3630   -6.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1659   -6.8782    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
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4084035

   ---

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: 431.54

Molecular Weight (Monoisotopic): 431.2321

AlogP: 3.36

#Rotatable Bonds: 8

Polar Surface Area: 72.28

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.00

CX LogP: 2.67

CX LogD: 2.53

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.43

Np Likeness Score: -1.41

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