2-(1H-indol-3-yl)-1,4-dihydro-2H-benzo[d][1,3]oxazine

ID: ALA5281418

Max Phase: Preclinical

Molecular Formula: C16H14N2O

Molecular Weight: 250.30

Names and Identifiers

Canonical SMILES:  c1ccc2c(c1)COC(c1c[nH]c3ccccc13)N2

Standard InChI:  InChI=1S/C16H14N2O/c1-3-7-14-11(5-1)10-19-16(18-14)13-9-17-15-8-4-2-6-12(13)15/h1-9,16-18H,10H2

Standard InChI Key:  AVPCUEODEXKGDC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 22  0  0  0  0  0  0  0  0999 V2000
   -2.9675   -0.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2529    0.3286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5411   -0.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5411   -0.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2512   -1.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9675   -0.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264    0.3293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1117   -0.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1117   -0.9084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264   -1.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6028    0.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6889    1.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4958    1.3210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    0.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3562   -0.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7124    0.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9675   -0.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4197   -0.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6124   -0.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  1  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
 11  8  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
 14 16  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 15 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5281418

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 250.30

Molecular Weight (Monoisotopic): 250.1106

AlogP: 3.81

#Rotatable Bonds: 1

Polar Surface Area: 37.05

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.89

CX Basic pKa: ┄

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.69

Np Likeness Score: 0.05

References

1. Zhu Y, Zhao J, Luo L, Gao Y, Bao H, Li P, Zhang H..  (2021)  Research progress of indole compounds with potential antidiabetic activity.,  223  [PMID:34192642] [10.1016/j.ejmech.2021.113665]

Source

Source(1):

• Scientific Literature