1,4-dimethyl-10-oxo-11-phenyl-2,3,4,10,11,11a-hexahydro-1H-benzo[e]pyrazino[2,3-b][1,4]diazepine-8-carbonitrile

ID: ALA5072900

PubChem CID: 166630550

Max Phase: Preclinical

Molecular Formula: C20H19N5O

Molecular Weight: 345.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(C)C2C1=Nc1ccc(C#N)cc1C(=O)N2c1ccccc1

Standard InChI:  InChI=1S/C20H19N5O/c1-23-10-11-24(2)19-18(23)22-17-9-8-14(13-21)12-16(17)20(26)25(19)15-6-4-3-5-7-15/h3-9,12,19H,10-11H2,1-2H3

Standard InChI Key:  DLXCFJWRIJIBCR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.6333  -25.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6322  -26.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3402  -26.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3384  -25.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0518  -26.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0470  -25.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6880  -24.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7018  -26.7995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4925  -25.1213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8538  -25.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5012  -26.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9726  -27.2887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7988  -27.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1514  -26.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6778  -25.7868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9923  -24.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8024  -24.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3057  -23.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0001  -23.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1864  -23.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6867  -23.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4973  -24.1541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6242  -28.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0241  -25.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9260  -25.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2182  -24.6569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  5  2  0
  6  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  7  9  1  0
  8 11  2  0
  9 10  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  9 16  1  0
  7 22  2  0
 12 23  1  0
 15 24  1  0
 25 26  3  0
  1 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5072900

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 345.41

Molecular Weight (Monoisotopic): 345.1590

AlogP: 2.45

#Rotatable Bonds: 1

Polar Surface Area: 62.94

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.83

CX LogP: 2.39

CX LogD: 2.39

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: -0.80

References

1. Ryan MC, Kim E, Cao X, Reichard W, Ogorek TJ, Das P, Jonsson CB, Baudry J, Chung D, Golden JE..  (2022)  Piperazinobenzodiazepinones: New Encephalitic Alphavirus Inhibitors via Ring Expansion of 2-Dichloromethylquinazolinones.,  13  (4.0): [PMID:35450382] [10.1021/acsmedchemlett.1c00539]

Source

Source(1):

• Scientific Literature