5-Nitro-3-(p-tolyl)benzofuran

ID: ALA4527083

PubChem CID: 139185985

Max Phase: Preclinical

Molecular Formula: C15H11NO3

Molecular Weight: 253.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2coc3ccc([N+](=O)[O-])cc23)cc1

Standard InChI:  InChI=1S/C15H11NO3/c1-10-2-4-11(5-3-10)14-9-19-15-7-6-12(16(17)18)8-13(14)15/h2-9H,1H3

Standard InChI Key:  RIPWYJIGLAJAEZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   42.1211  -19.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1199  -20.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8280  -21.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8262  -19.4926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5348  -19.8979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5351  -20.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3137  -20.9692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.7948  -20.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3133  -19.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5639  -18.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3646  -18.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6169  -17.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0697  -17.3154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2668  -17.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0182  -18.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4126  -19.4933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.7050  -19.9020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.4124  -18.6761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.3209  -16.5377    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
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  9 10  1  0
 16 17  2  0
 16 18  1  0
  1 16  1  0
 13 19  1  0
M  CHG  2  16   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4527083

   ---

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: 253.26

Molecular Weight (Monoisotopic): 253.0739

AlogP: 4.32

#Rotatable Bonds: 2

Polar Surface Area: 56.28

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.50

Np Likeness Score: -0.79

References

1. Fan X, He H, Li J, Luo G, Zheng Y, Zhou JK, He J, Pu W, Zhao Y..  (2019)  Discovery of 4,6-bis(benzyloxy)-3-phenylbenzofuran as a novel Pin1 inhibitor to suppress hepatocellular carcinoma via upregulating microRNA biogenesis.,  27  (11): [PMID:31027708] [10.1016/j.bmc.2019.04.028]

Source

Source(1):

• Scientific Literature