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

ID: ALA5282294

Max Phase: Preclinical

Molecular Formula: C17H16N2O

Molecular Weight: 264.33

Names and Identifiers

Canonical SMILES:  Cc1[nH]c2ccccc2c1C1Nc2ccccc2CO1

Standard InChI:  InChI=1S/C17H16N2O/c1-11-16(13-7-3-5-9-15(13)18-11)17-19-14-8-4-2-6-12(14)10-20-17/h2-9,17-19H,10H2,1H3

Standard InChI Key:  YOUQDMMVNFUQNX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
   -2.9677   -0.2896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2530    0.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5411   -0.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5411   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2512   -1.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9677   -1.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8265    0.1233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1118   -0.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1118   -1.1145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8265   -1.5271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6028    0.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6890    0.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4958    1.1150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9083    0.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3563   -0.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7125    0.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9677   -0.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4198   -1.1664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125   -0.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1055    1.5271    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
 12 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282294

   ---

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: 264.33

Molecular Weight (Monoisotopic): 264.1263

AlogP: 4.12

#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: 11.88

CX Basic pKa: ┄

CX LogP: 3.50

CX LogD: 3.50

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.69

Np Likeness Score: -0.20

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