3-(benzofuran-2-yl(phenyl)methyl)-5-nitro-1H-indole

ID: ALA4755866

PubChem CID: 162655085

Max Phase: Preclinical

Molecular Formula: C23H16N2O3

Molecular Weight: 368.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc2[nH]cc(C(c3ccccc3)c3cc4ccccc4o3)c2c1

Standard InChI:  InChI=1S/C23H16N2O3/c26-25(27)17-10-11-20-18(13-17)19(14-24-20)23(15-6-2-1-3-7-15)22-12-16-8-4-5-9-21(16)28-22/h1-14,23-24H

Standard InChI Key:  OWHAQZGBIIPZSQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   23.8281   -4.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5361   -4.7325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5343   -3.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2429   -3.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2477   -4.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0278   -4.5674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5051   -3.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0200   -3.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.7267   -3.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9943   -1.8957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3903   -2.4461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3281   -5.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7402   -6.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5582   -6.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9625   -5.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.7044   -2.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5378   -3.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1443   -3.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9176   -3.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0809   -2.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4732   -2.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5322   -3.9261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3078   -3.6686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3675   -4.7265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 26 27  2  0
 26 28  1  0
 23 26  1  0
M  CHG  2  26   1  28  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4755866

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 368.39

Molecular Weight (Monoisotopic): 368.1161

AlogP: 6.00

#Rotatable Bonds: 4

Polar Surface Area: 72.07

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.53

CX LogD: 5.53

Aromatic Rings: 5

Heavy Atoms: 28

QED Weighted: 0.31

Np Likeness Score: -0.64

References

1. Siddiqui SK,SahayaSheela VJ,Kolluru S,Pandian GN,Santhoshkumar TR,Dan VM,Ramana CV.  (2020)  Discovery of 3-(benzofuran-2-ylmethyl)-1H-indole derivatives as potential autophagy inducers in cervical cancer cells.,  30  (19): [PMID:32769048] [10.1016/j.bmcl.2020.127431]

Source

Source(1):

• Scientific Literature