2-((2-(4-fluorophenyl)-7-methoxybenzofuran-4-yl)methyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

ID: ALA246851

PubChem CID: 11247851

Max Phase: Preclinical

Molecular Formula: C27H26FNO4

Molecular Weight: 447.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)CN(Cc1ccc(OC)c3oc(-c4ccc(F)cc4)cc13)CC2

Standard InChI:  InChI=1S/C27H26FNO4/c1-30-23-9-6-19(22-14-24(33-27(22)23)17-4-7-21(28)8-5-17)15-29-11-10-18-12-25(31-2)26(32-3)13-20(18)16-29/h4-9,12-14H,10-11,15-16H2,1-3H3

Standard InChI Key:  AEQWQMFTPTZZCH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.1432  -24.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8581  -24.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8563  -22.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3605  -23.0808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8571  -25.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5711  -25.8243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5725  -26.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1361  -25.4209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1317  -27.0670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8476  -26.6568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8513  -22.1115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1356  -21.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6780  -23.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8486  -25.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0920  -24.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9162  -24.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3253  -23.7340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9042  -23.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0813  -23.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1503  -23.7280    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
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 31 32  2  0
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  1  2  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA246851

   2-[[2-(4-fluorophenyl)-7-methoxy-1-benzofuran-4-yl]methyl]-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline

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: 447.51

Molecular Weight (Monoisotopic): 447.1846

AlogP: 5.82

#Rotatable Bonds: 6

Polar Surface Area: 44.07

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.63

CX LogP: 5.08

CX LogD: 4.64

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -0.46

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