5-(5-Nitrobenzofuran-3-yl)benzo[d][1,3]dioxole

ID: ALA4515915

PubChem CID: 122224618

Max Phase: Preclinical

Molecular Formula: C15H9NO5

Molecular Weight: 283.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc2occ(-c3ccc4c(c3)OCO4)c2c1

Standard InChI:  InChI=1S/C15H9NO5/c17-16(18)10-2-4-13-11(6-10)12(7-19-13)9-1-3-14-15(5-9)21-8-20-14/h1-7H,8H2

Standard InChI Key:  FFRIQILTIDJUOA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    1.9631  -28.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9620  -29.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6700  -30.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6683  -28.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3769  -28.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3771  -29.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1558  -29.9790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6368  -29.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1554  -28.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4060  -27.8787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2066  -27.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1089  -26.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8602  -27.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546  -28.5030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5470  -28.9118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2544  -27.6858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9117  -26.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4593  -26.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2026  -26.5944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1144  -25.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3166  -25.6178    0.0000 O   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 18  1  0
 17 12  1  0
 12 13  2  0
 13 10  1  0
  9 10  1  0
 14 15  2  0
 14 16  1  0
  1 14  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 17  1  0
M  CHG  2  14   1  16  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4515915

   ---

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: 283.24

Molecular Weight (Monoisotopic): 283.0481

AlogP: 3.74

#Rotatable Bonds: 2

Polar Surface Area: 74.74

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.34

CX LogD: 3.34

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.53

Np Likeness Score: -0.41

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