8-fluoro-1,4-dimethyl-11-phenyl-1,2,3,4,11,11a-hexahydro-10H-benzo[e]pyrazino[2,3-b][1,4]diazepin-10-one

ID: ALA5077209

PubChem CID: 166626861

Max Phase: Preclinical

Molecular Formula: C19H19FN4O

Molecular Weight: 338.39

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H19FN4O/c1-22-10-11-23(2)18-17(22)21-16-9-8-13(20)12-15(16)19(25)24(18)14-6-4-3-5-7-14/h3-9,12,18H,10-11H2,1-2H3

Standard InChI Key:  BSMKKJPCDPARLC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.0766  -25.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0754  -25.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7835  -26.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7817  -24.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4951  -25.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4903  -25.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1313  -24.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1451  -26.4157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9357  -24.7375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2971  -25.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9445  -26.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4159  -26.9048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2421  -26.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5947  -26.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1211  -25.4030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4356  -24.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2457  -24.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7490  -23.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4434  -22.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6296  -22.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1299  -23.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9406  -23.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0675  -27.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4674  -24.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3688  -24.6810    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  8 11  2  0
  9 10  1  0
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  1 25  1  0
M  END

Alternative Forms

  1. Parent:

    ALA5077209

    ---

Associated Targets(non-human)

Vero 76 (245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Venezuelan equine encephalitis virus (381 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Eastern equine encephalitis virus (38 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 338.39Molecular Weight (Monoisotopic): 338.1543AlogP: 2.72#Rotatable Bonds: 1
Polar Surface Area: 39.15Molecular Species: NEUTRALHBA: 4HBD:
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 3.84CX LogP: 2.68CX LogD: 2.68
Aromatic Rings: 2Heavy Atoms: 25QED Weighted: 0.80Np Likeness Score: -0.75

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