2-(3-methyl-2-(phenylthiomethyl)benzofuran-4-yloxy)-N-(pyridin-3-ylmethyl)ethanamine

ID: ALA2262491

PubChem CID: 76315758

Max Phase: Preclinical

Molecular Formula: C24H24N2O2S

Molecular Weight: 404.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(CSc2ccccc2)oc2cccc(OCCNCc3cccnc3)c12

Standard InChI:  InChI=1S/C24H24N2O2S/c1-18-23(17-29-20-8-3-2-4-9-20)28-22-11-5-10-21(24(18)22)27-14-13-26-16-19-7-6-12-25-15-19/h2-12,15,26H,13-14,16-17H2,1H3

Standard InChI Key:  PYSJKGKPJBUYQS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   20.3083   -6.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5169   -6.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5195   -7.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3133   -7.4872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.7991   -5.1663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   19.5099   -3.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2231   -3.5120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2207   -2.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0401   -7.5174    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   23.2701   -6.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9339   -2.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6508   -2.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3635   -2.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3615   -1.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6408   -1.0379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9310   -1.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5  6  1  0
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  4 12  1  0
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 18 19  2  0
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 16 24  1  0
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 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2262491

   2-[[3-methyl-2-(phenylsulfanylmethyl)-1-benzofuran-4-yl]oxy]-N-(pyridin-3-ylmethyl)ethanamine

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: 404.54

Molecular Weight (Monoisotopic): 404.1558

AlogP: 5.60

#Rotatable Bonds: 9

Polar Surface Area: 47.29

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.47

CX LogP: 4.64

CX LogD: 3.54

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.29

Np Likeness Score: -0.86

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