ethyl 4-(2-(benzylamino)ethoxy)-3-methylbenzofuran-2-carboxylate

ID: ALA2262493

PubChem CID: 76323072

Max Phase: Preclinical

Molecular Formula: C21H23NO4

Molecular Weight: 353.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1oc2cccc(OCCNCc3ccccc3)c2c1C

Standard InChI:  InChI=1S/C21H23NO4/c1-3-24-21(23)20-15(2)19-17(10-7-11-18(19)26-20)25-13-12-22-14-16-8-5-4-6-9-16/h4-11,22H,3,12-14H2,1-2H3

Standard InChI Key:  GZZFXOFYLRMFLQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.4972  -16.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2119  -16.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2101  -15.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7168  -15.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.9281  -16.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7219  -16.7369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2072  -16.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.0321  -16.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2077  -14.4160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.9184  -13.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6316  -12.7618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6292  -11.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4487  -16.7671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2737  -16.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6786  -16.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3423  -11.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0593  -11.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7720  -11.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7700  -10.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0493  -10.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3395  -10.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4406  -15.3382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  9  5  2  0
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  4 12  1  0
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 20 21  2  0
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 23 24  1  0
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 11 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2262493

   Ethyl 4-[2-(benzylamino)ethoxy]-3-methyl-1-benzofuran-2-carboxylate

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: 353.42

Molecular Weight (Monoisotopic): 353.1627

AlogP: 4.09

#Rotatable Bonds: 8

Polar Surface Area: 60.70

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.90

CX LogP: 4.13

CX LogD: 2.62

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: -0.73

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