2-((6S)-9-bromo-6-methyl-2,3-dioxo-1,2,3,5,6,7-hexahydropyrido[1,2,3-de]quinoxalin-5-yl)-N-phenylacetamide

ID: ALA5208012

PubChem CID: 168296845

Max Phase: Preclinical

Molecular Formula: C20H18BrN3O3

Molecular Weight: 428.29

Names and Identifiers

Canonical SMILES:  C[C@H]1Cc2cc(Br)cc3[nH]c(=O)c(=O)n(c23)C1CC(=O)Nc1ccccc1

Standard InChI:  InChI=1S/C20H18BrN3O3/c1-11-7-12-8-13(21)9-15-18(12)24(20(27)19(26)23-15)16(11)10-17(25)22-14-5-3-2-4-6-14/h2-6,8-9,11,16H,7,10H2,1H3,(H,22,25)(H,23,26)/t11-,16?/m0/s1

Standard InChI Key:  HHHFZDWACHYGEX-CHPOKUKFSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   -1.7861   -2.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714   -1.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3595   -2.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3595   -2.8828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0697   -3.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861   -2.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3549   -1.6451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0696   -2.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0696   -2.8828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3549   -3.2955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0707   -0.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580   -0.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007   -3.2991    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.7842   -3.2955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7842   -1.6451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0684   -0.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0684    0.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7830    0.8257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538    0.8257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7830    1.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0685    2.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0692    2.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840    3.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4960    2.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  1  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
  2 11  1  0
 12 11  1  0
 13 12  1  0
  7 13  1  0
  6 14  1  0
  9 15  2  0
  8 16  2  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 21 26  1  0
 12 27  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA5208012

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 428.29

Molecular Weight (Monoisotopic): 427.0532

AlogP: 3.21

#Rotatable Bonds: 3

Polar Surface Area: 83.96

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.35

CX Basic pKa: ┄

CX LogP: 3.32

CX LogD: 3.32

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.63

Np Likeness Score: -0.59

References

1. Jiang X, Wu K, Bai R, Zhang P, Zhang Y..  (2022)  Functionalized quinoxalinones as privileged structures with broad-ranging pharmacological activities.,  229  [PMID:34998058] [10.1016/j.ejmech.2021.114085]

Source

Source(1):

• Scientific Literature