2-(6-Methoxy-benzo[1,3]dioxol-5-yl)-benzooxazole

ID: ALA4553225

PubChem CID: 155555476

Max Phase: Preclinical

Molecular Formula: C15H11NO4

Molecular Weight: 269.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1-c1nc3ccccc3o1)OCO2

Standard InChI:  InChI=1S/C15H11NO4/c1-17-12-7-14-13(18-8-19-14)6-9(12)15-16-10-4-2-3-5-11(10)20-15/h2-7H,8H2,1H3

Standard InChI Key:  XXAPSDHJRRNQKV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
   33.7469   -2.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7458   -3.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4538   -3.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4520   -1.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1607   -2.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1655   -3.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9455   -3.4531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4228   -2.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9377   -2.1286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.2400   -2.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6502   -3.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4547   -2.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6397   -2.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2241   -1.3711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6257   -0.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8719   -2.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4687   -3.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0201   -4.0882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.7640   -3.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6723   -2.9383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  8 10  1  0
 10 11  2  0
 11 17  1  0
 16 12  1  0
 12 13  2  0
 13 10  1  0
 13 14  1  0
 14 15  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553225

   ---

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: 269.26

Molecular Weight (Monoisotopic): 269.0688

AlogP: 3.23

#Rotatable Bonds: 2

Polar Surface Area: 53.72

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.71

Np Likeness Score: -0.53

References

1. Giordano A, Forte G, Terracciano S, Russo A, Sala M, Scala MC, Johansson C, Oppermann U, Riccio R, Bruno I, Di Micco S..  (2019)  Identification of the 2-Benzoxazol-2-yl-phenol Scaffold as New Hit for JMJD3 Inhibition.,  10  (4): [PMID:30996803] [10.1021/acsmedchemlett.8b00589]

Source

Source(1):

• Scientific Literature