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

ID: ALA438123

PubChem CID: 44438164

Max Phase: Preclinical

Molecular Formula: C26H31N3O6

Molecular Weight: 481.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)CN(Cc1ccc(OC)c3oc(C(=O)NCCNC(C)=O)cc13)CC2

Standard InChI:  InChI=1S/C26H31N3O6/c1-16(30)27-8-9-28-26(31)24-13-20-18(5-6-21(32-2)25(20)35-24)14-29-10-7-17-11-22(33-3)23(34-4)12-19(17)15-29/h5-6,11-13H,7-10,14-15H2,1-4H3,(H,27,30)(H,28,31)

Standard InChI Key:  HRPKDEPRKNOYFT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.7155  -11.6823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7071  -10.2534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5321  -10.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.7653   -9.5268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  6  7  1  0
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  5  4  1  0
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 15 16  2  0
 33 35  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA438123

   N-(2-acetamidoethyl)-4-[(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)methyl]-7-methoxy-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: 481.55

Molecular Weight (Monoisotopic): 481.2213

AlogP: 2.88

#Rotatable Bonds: 9

Polar Surface Area: 102.27

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.24

CX LogP: 1.38

CX LogD: 1.15

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.45

Np Likeness Score: -0.73

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