1-(1-(3-methyl-4-(2-(pyridin-3-ylmethylamino)ethoxy)benzofuran-2-yl)-1H-imidazol-2-yl)ethanone

ID: ALA2262498

PubChem CID: 76323073

Max Phase: Preclinical

Molecular Formula: C22H22N4O3

Molecular Weight: 390.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1nccn1-c1oc2cccc(OCCNCc3cccnc3)c2c1C

Standard InChI:  InChI=1S/C22H22N4O3/c1-15-20-18(28-12-10-24-14-17-5-4-8-23-13-17)6-3-7-19(20)29-22(15)26-11-9-25-21(26)16(2)27/h3-9,11,13,24H,10,12,14H2,1-2H3

Standard InChI Key:  POBXCADMAVDRRC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.7547  -32.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4691  -33.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4673  -31.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9731  -31.5524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1823  -31.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848  -32.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9782  -32.8970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632  -32.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2877  -32.2155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4648  -30.5774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1776  -30.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8880  -28.9241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8855  -28.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5983  -27.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3048  -26.4515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5955  -26.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2252  -30.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7740  -32.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5575  -32.6205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5516  -31.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7643  -31.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3484  -33.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5240  -33.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7481  -34.3082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  7  2  0
  6  4  2  0
  4  1  1  0
  6  7  1  0
  5  6  1  0
  7  8  1  0
  8  9  1  0
  9  5  2  0
  9 10  1  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
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 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  5 22  1  0
 23 24  2  0
 10 23  1  0
 24 25  1  0
 25 26  2  0
 26 10  1  0
 23 27  1  0
 27 28  1  0
 27 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2262498

   1-[1-[3-Methyl-4-[2-(pyridin-3-ylmethylamino)ethoxy]-1-benzofuran-2-yl]imidazol-2-yl]ethanone

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: 390.44

Molecular Weight (Monoisotopic): 390.1692

AlogP: 3.69

#Rotatable Bonds: 8

Polar Surface Area: 82.18

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.47

CX LogP: 2.42

CX LogD: 1.31

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.36

Np Likeness Score: -1.02

References

1. Deokar HS, Puranik P, Kulkarni VM.  (2009)  QSAR analysis of N-myristoyltransferase inhibitors: antifungal activity of benzofurans,  18  (3): [10.1007/s00044-008-9120-5]

Source

Source(1):

• Scientific Literature