5-(1-(4-Chlorobenzyl)-2-methyl-1H-indol-3-yl)-3-(pyridin-4-yl)-4,5-dihydroisoxazole

ID: ALA4248105

PubChem CID: 145983601

Max Phase: Preclinical

Molecular Formula: C24H20ClN3O

Molecular Weight: 401.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C2CC(c3ccncc3)=NO2)c2ccccc2n1Cc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C24H20ClN3O/c1-16-24(23-14-21(27-29-23)18-10-12-26-13-11-18)20-4-2-3-5-22(20)28(16)15-17-6-8-19(25)9-7-17/h2-13,23H,14-15H2,1H3

Standard InChI Key:  NSNLIHHZBKOFEZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.2378  -29.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9464  -29.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9467  -30.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7297  -30.8310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2134  -30.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292  -29.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1301  -28.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9512  -28.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2244  -28.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5767  -27.5419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9032  -28.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0411  -28.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4505  -28.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.6725  -28.0315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2569  -27.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4423  -27.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7215  -31.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0098  -32.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3089  -31.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5976  -32.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5891  -32.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2977  -33.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0060  -32.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8779  -33.2507    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.0306  -30.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 18 19  1  0
 19 20  2  0
 20 15  1  0
  7 21  1  0
 21 22  1  0
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 24 25  2  0
 25 26  1  0
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 27 22  1  0
 25 28  1  0
  8 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4248105

   ---

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: 401.90

Molecular Weight (Monoisotopic): 401.1295

AlogP: 5.91

#Rotatable Bonds: 4

Polar Surface Area: 39.41

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.87

CX LogP: 5.27

CX LogD: 5.27

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: -1.13

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