3-methyl-N-phenyl-4-(2-(pyridin-3-ylmethylamino)ethoxy)benzofuran-2-carboxamide

ID: ALA2262490

PubChem CID: 76319451

Max Phase: Preclinical

Molecular Formula: C24H23N3O3

Molecular Weight: 401.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)Nc2ccccc2)oc2cccc(OCCNCc3cccnc3)c12

Standard InChI:  InChI=1S/C24H23N3O3/c1-17-22-20(29-14-13-26-16-18-7-6-12-25-15-18)10-5-11-21(22)30-23(17)24(28)27-19-8-3-2-4-9-19/h2-12,15,26H,13-14,16H2,1H3,(H,27,28)

Standard InChI Key:  WGWGMWGBTUVYLE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.6254   -8.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3564  -12.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9229  -10.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4181  -11.5258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9452  -11.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2182  -11.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1724  -12.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9204   -9.2296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3320   -7.5919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6301  -10.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7161  -10.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1204  -10.1396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3461  -10.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0403   -7.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7474   -7.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4557   -7.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1624   -7.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1617   -6.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4485   -6.3653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7448   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 18 19  2  0
  9  1  2  0
 19 15  1  0
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  3  9  1  0
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  6  3  2  0
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  5 18  1  0
  1 13  1  0
  4 11  1  0
 15  4  2  0
 13 23  2  0
 10 17  2  0
  4  8  1  0
 20  6  1  0
  2 16  1  0
  8  7  2  0
 19 12  1  0
  7 10  1  0
 14 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2262490

   3-methyl-N-phenyl-4-[2-(pyridin-3-ylmethylamino)ethoxy]-1-benzofuran-2-carboxamide

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: 401.47

Molecular Weight (Monoisotopic): 401.1739

AlogP: 4.56

#Rotatable Bonds: 8

Polar Surface Area: 76.39

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.47

CX LogP: 3.64

CX LogD: 2.54

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.42

Np Likeness Score: -1.27

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