3-(4'-hydroxy-2'-cyclopenten-10-yl)-1,3-diaza-2-oxophenoxazine

ID: ALA4873788

PubChem CID: 164624403

Max Phase: Preclinical

Molecular Formula: C15H13N3O3

Molecular Weight: 283.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1nc2c(cn1[C@H]1C=C[C@@H](O)C1)Oc1ccccc1N2

Standard InChI:  InChI=1S/C15H13N3O3/c19-10-6-5-9(7-10)18-8-13-14(17-15(18)20)16-11-3-1-2-4-12(11)21-13/h1-6,8-10,19H,7H2,(H,16,17,20)/t9-,10+/m0/s1

Standard InChI Key:  XALXOSMGSTXHRZ-VHSXEESVSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    6.0042  -26.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0031  -26.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4309  -26.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7158  -25.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4337  -26.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7163  -27.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7164  -28.1406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1512  -27.3121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1495  -28.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4315  -28.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4338  -29.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1525  -29.8002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8706  -29.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8699  -28.5508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1537  -30.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4868  -31.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7428  -31.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5675  -31.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8210  -31.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2590  -32.5635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5854  -29.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  6  1  0
  5  3  1  0
  3  4  2  0
  4  1  1  0
  5  6  2  0
  5  8  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  9 10  1  0
  9 14  2  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 15 12  1  1
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 15  1  0
 17 20  1  1
 13 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873788

   ---

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: 283.29

Molecular Weight (Monoisotopic): 283.0957

AlogP: 1.95

#Rotatable Bonds: 1

Polar Surface Area: 76.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.60

CX LogD: 0.60

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.67

Np Likeness Score: 0.49

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