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

ID: ALA5286690

Max Phase: Preclinical

Molecular Formula: C16H13ClN2O

Molecular Weight: 284.75

Names and Identifiers

Canonical SMILES:  Clc1ccc2c(c1)NC(c1c[nH]c3ccccc13)OC2

Standard InChI:  InChI=1S/C16H13ClN2O/c17-11-6-5-10-9-20-16(19-15(10)7-11)13-8-18-14-4-2-1-3-12(13)14/h1-8,16,18-19H,9H2

Standard InChI Key:  PNNJOAXNLRBTRZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
   -2.6102   -0.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8957    0.3286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1837   -0.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1837   -0.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8938   -1.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6102   -0.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4691   -1.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2454   -0.9085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2454   -0.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4691    0.3292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9601    0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0463    1.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8531    1.3210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2655    0.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7135   -0.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9697   -0.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3248   -0.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0697    0.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3248    0.3289    0.0000 Cl  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
  6  5  2  0
  1  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  3 10  1  0
 11  9  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 14 19  1  0
  1 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286690

   ---

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: 284.75

Molecular Weight (Monoisotopic): 284.0716

AlogP: 4.46

#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: 11.44

CX Basic pKa: ┄

CX LogP: 3.90

CX LogD: 3.90

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.69

Np Likeness Score: -0.31

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