3-(4-Hydroxy-2-oxabutyl)-8-nonyloxy-1,3-diaza-2-oxophenoxazine

ID: ALA4862620

PubChem CID: 164623124

Max Phase: Preclinical

Molecular Formula: C22H31N3O5

Molecular Weight: 417.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCOc1ccc2c(c1)Nc1nc(=O)n(COCCO)cc1O2

Standard InChI:  InChI=1S/C22H31N3O5/c1-2-3-4-5-6-7-8-12-29-17-9-10-19-18(14-17)23-21-20(30-19)15-25(22(27)24-21)16-28-13-11-26/h9-10,14-15,26H,2-8,11-13,16H2,1H3,(H,23,24,27)

Standard InChI Key:  OSAGFUWFEGXOHJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.1811  -22.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8993  -23.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1817  -23.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1817  -24.7110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6170  -23.8822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6154  -24.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.3360  -25.1214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0519  -26.3650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6196  -27.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3346  -27.6078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   20.4774  -27.1922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   16.8918  -20.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6076  -21.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3207  -20.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0365  -21.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7497  -20.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4654  -21.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1786  -20.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8943  -21.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6075  -20.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4 21  1  0
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 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4862620

   ---

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: 417.51

Molecular Weight (Monoisotopic): 417.2264

AlogP: 4.19

#Rotatable Bonds: 13

Polar Surface Area: 94.84

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.52

CX LogD: 3.52

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -0.21

References

1. Kozlovskaya LI, Volok VP, Shtro AA, Nikolaeva YV, Chistov AA, Matyugina ES, Belyaev ES, Jegorov AV, Snoeck R, Korshun VA, Andrei G, Osolodkin DI, Ishmukhametov AA, Aralov AV..  (2021)  Phenoxazine nucleoside derivatives with a multiple activity against RNA and DNA viruses.,  220  [PMID:33894564] [10.1016/j.ejmech.2021.113467]

Source

Source(1):

• Scientific Literature