ethyl 3-methyl-4-(2-(pyridin-3-ylmethylamino)ethoxy)benzofuran-2-carboxylate

ID: ALA2262494

PubChem CID: 76326641

Max Phase: Preclinical

Molecular Formula: C20H22N2O4

Molecular Weight: 354.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1oc2cccc(OCCNCc3cccnc3)c2c1C

Standard InChI:  InChI=1S/C20H22N2O4/c1-3-24-20(23)19-14(2)18-16(7-4-8-17(18)26-19)25-11-10-22-13-15-6-5-9-21-12-15/h4-9,12,22H,3,10-11,13H2,1-2H3

Standard InChI Key:  PSFVQECUPXWTRX-UHFFFAOYSA-N

Molfile:  

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   18.9303  -16.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6450  -17.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6432  -15.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1499  -15.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3586  -15.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3612  -16.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1550  -17.0285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6403  -16.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4022  -14.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4652  -16.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6408  -14.7076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3540  -14.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3515  -13.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0647  -13.0534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0623  -12.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8818  -17.0587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7068  -17.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1118  -16.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7755  -11.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4924  -12.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2051  -11.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2031  -10.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4824  -10.5794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7726  -10.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8737  -15.6298    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
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  6  7  1  0
  5  6  1  0
  7  8  1  0
  8  9  1  0
  9  5  2  0
  5 10  1  0
  9 11  1  0
  4 12  1  0
 12 13  1  0
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 14 15  1  0
 15 16  1  0
 11 17  1  0
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 20 21  2  0
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 22 23  2  0
 23 24  1  0
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 25 20  1  0
 11 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2262494

   Ethyl 3-methyl-4-[2-(pyridin-3-ylmethylamino)ethoxy]-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: 354.41

Molecular Weight (Monoisotopic): 354.1580

AlogP: 3.48

#Rotatable Bonds: 8

Polar Surface Area: 73.59

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.47

CX LogP: 2.91

CX LogD: 1.81

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.49

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