4-(2-(1,4-dimethyl-2,3-dioxo-7-(piperidin-1-yl)-1,2,3,4-tetrahydroquinoxalin-6-ylamino)-2-oxoethyl)-1-methylpiperazin-1-ium

ID: ALA4295210

PubChem CID: 145994298

Max Phase: Preclinical

Molecular Formula: C22H32N6O3

Molecular Weight: 428.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(CC(=O)Nc2cc3c(cc2N2CCCCC2)n(C)c(=O)c(=O)n3C)CC1

Standard InChI:  InChI=1S/C22H32N6O3/c1-24-9-11-27(12-10-24)15-20(29)23-16-13-18-19(26(3)22(31)21(30)25(18)2)14-17(16)28-7-5-4-6-8-28/h13-14H,4-12,15H2,1-3H3,(H,23,29)

Standard InChI Key:  FZSNADJVXNZZIK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.3559   -4.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1226   -5.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3564   -5.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5303   -5.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1146   -6.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5205   -7.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3466   -7.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7669   -6.5086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1145   -3.6601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    8.0059   -4.3676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8806   -2.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2939   -3.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8287   -2.9374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2376   -3.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0589   -3.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743   -2.9425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0619   -2.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2342   -2.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2992   -2.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  2  0
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  5 10  1  0
  6  7  1  0
  7  8  1  0
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  9 10  1  0
  7 11  1  0
 10 12  1  0
  8 13  2  0
  9 14  2  0
  2 15  1  0
  3 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
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 16 24  1  0
 20 21  1  0
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 22 23  1  0
 23 24  1  0
 18 25  1  0
 25 26  1  0
 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4295210

   ---

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: 428.54

Molecular Weight (Monoisotopic): 428.2536

AlogP: 0.41

#Rotatable Bonds: 4

Polar Surface Area: 82.82

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.01

CX Basic pKa: 7.20

CX LogP: 0.29

CX LogD: 0.08

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.71

Np Likeness Score: -1.48

References

1. Zhu J, Zhou C, Caflisch A..  (2018)  Structure-based discovery of selective BRPF1 bromodomain inhibitors.,  155  [PMID:29902720] [10.1016/j.ejmech.2018.05.037]

Source

Source(1):

• Scientific Literature