3-(4-((6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)methyl)-7-methoxybenzofuran-2-yl)-N-propylbenzamide

ID: ALA247057

PubChem CID: 44438156

Max Phase: Preclinical

Molecular Formula: C31H34N2O5

Molecular Weight: 514.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCNC(=O)c1cccc(-c2cc3c(CN4CCc5cc(OC)c(OC)cc5C4)ccc(OC)c3o2)c1

Standard InChI:  InChI=1S/C31H34N2O5/c1-5-12-32-31(34)22-8-6-7-21(14-22)27-17-25-23(9-10-26(35-2)30(25)38-27)18-33-13-11-20-15-28(36-3)29(37-4)16-24(20)19-33/h6-10,14-17H,5,11-13,18-19H2,1-4H3,(H,32,34)

Standard InChI Key:  CLXDZRSCENQCJO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.8039    0.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8021    2.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5175    1.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7988    1.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3063    2.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8030   -0.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5170   -0.5243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   12.9485   -0.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9433   -1.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6520   -1.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7971    3.1885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0814    3.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6238    1.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7944   -0.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0379    0.8441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8621    0.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2712    1.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500    2.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0272    2.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2558    2.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0807    3.0065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8365    3.7093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4999    2.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.7441    1.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3 10  1  0
  5  6  2  0
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 10 11  1  0
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 24 25  1  0
  4 24  1  0
  8 26  1  0
  2  3  2  0
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  3  6  1  0
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 12 13  1  0
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 15 14  1  0
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  1  2  1  0
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  5  4  1  0
 33 34  1  0
 15 16  2  0
 33 35  2  0
  6  7  1  0
 34 36  1  0
 16 17  1  0
 36 37  1  0
  7  8  2  0
 37 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA247057

   3-[4-[(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)methyl]-7-methoxy-1-benzofuran-2-yl]-N-propylbenzamide

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: 514.62

Molecular Weight (Monoisotopic): 514.2468

AlogP: 5.82

#Rotatable Bonds: 9

Polar Surface Area: 73.17

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.63

CX LogP: 4.89

CX LogD: 4.46

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.30

Np Likeness Score: -0.63

References

1. Hagihara K, Kashima H, Iida K, Enokizono J, Uchida S, Nonaka H, Kurokawa M, Shimada J..  (2007)  Novel 4-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)methylbenzofuran derivatives as selective alpha(2C)-adrenergic receptor antagonists.,  17  (6): [PMID:17257841] [10.1016/j.bmcl.2006.12.094]

Source

Source(1):

• Scientific Literature