5-(6-Methoxy-1H-indol-3-yl)-3-(pyridin-4-yl)-4,5-dihydroisoxazole

ID: ALA4244687

PubChem CID: 145985275

Max Phase: Preclinical

Molecular Formula: C17H15N3O2

Molecular Weight: 293.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(C3CC(c4ccncc4)=NO3)c[nH]c2c1

Standard InChI:  InChI=1S/C17H15N3O2/c1-21-12-2-3-13-14(10-19-16(13)8-12)17-9-15(20-22-17)11-4-6-18-7-5-11/h2-8,10,17,19H,9H2,1H3

Standard InChI Key:  DKLBKXQWZHGSHV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    2.4006  -12.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3995  -13.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1075  -13.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1057  -11.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8144  -12.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8146  -13.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5976  -13.4100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0813  -12.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5972  -12.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9981  -11.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8191  -11.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0923  -10.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4446  -10.1209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7712  -10.5832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9090  -10.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3184  -11.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1343  -11.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5405  -10.6105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1248   -9.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3103   -9.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6915  -13.5638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9841  -13.1547    0.0000 C   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  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  2 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4244687

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 293.33

Molecular Weight (Monoisotopic): 293.1164

AlogP: 3.44

#Rotatable Bonds: 3

Polar Surface Area: 59.50

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.86

CX LogP: 2.36

CX LogD: 2.36

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: -0.47

References

1. Chaitanya MVSK, Reddy POV, Nikhil K, Kumar A, Shah K, Kumar D..  (2018)  Synthesis and anticancer activity studies of indolylisoxazoline analogues.,  28  (17): [PMID:30072225] [10.1016/j.bmcl.2018.07.035]

Source

Source(1):

• Scientific Literature