4-(6H-indolo[2,3-b]quinoxalin-6-yl)-N-(2-(piperidin-1-yl)ethyl)butanamide

ID: ALA4068324

PubChem CID: 137633821

Max Phase: Preclinical

Molecular Formula: C25H29N5O

Molecular Weight: 415.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCn1c2ccccc2c2nc3ccccc3nc21)NCCN1CCCCC1

Standard InChI:  InChI=1S/C25H29N5O/c31-23(26-14-18-29-15-6-1-7-16-29)13-8-17-30-22-12-5-2-9-19(22)24-25(30)28-21-11-4-3-10-20(21)27-24/h2-5,9-12H,1,6-8,13-18H2,(H,26,31)

Standard InChI Key:  CROCAAHSTJQEBJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    1.6041   -9.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6029  -10.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3110  -10.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3092   -9.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178   -9.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0186  -10.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7271  -10.8595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7215   -9.2232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4306   -9.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4383  -10.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2196  -10.6915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2073   -9.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6927  -10.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5036   -9.9326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8301   -9.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3396   -8.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5304   -8.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4801  -11.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2812  -11.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5417  -12.4023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3427  -12.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6032  -13.3385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8832  -11.9511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0627  -13.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2617  -13.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7211  -14.4026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9227  -14.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3830  -14.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6397  -15.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4412  -15.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9862  -15.1751    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
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4068324

   ---

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: 415.54

Molecular Weight (Monoisotopic): 415.2372

AlogP: 4.12

#Rotatable Bonds: 7

Polar Surface Area: 63.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.42

CX LogP: 3.68

CX LogD: 2.62

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: -1.34

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