(4-(benzo[b]thiophen-3-yl)-3-methoxyphenyl)((1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl)methanone

ID: ALA1083703

PubChem CID: 46890707

Max Phase: Preclinical

Molecular Formula: C26H29NO2S

Molecular Weight: 419.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)N2C[C@]3(C)C[C@H]2CC(C)(C)C3)ccc1-c1csc2ccccc12

Standard InChI:  InChI=1S/C26H29NO2S/c1-25(2)12-18-13-26(3,15-25)16-27(18)24(28)17-9-10-19(22(11-17)29-4)21-14-30-23-8-6-5-7-20(21)23/h5-11,14,18H,12-13,15-16H2,1-4H3/t18-,26-/m1/s1

Standard InChI Key:  UXYNEKLEPXVKQZ-WXTAPIANSA-N

Molfile:  

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   -0.0267    1.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6101    2.0248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6512    3.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2814    2.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6823    2.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4600    0.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3395    2.9456    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1496   -0.4720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA1083703

   (4-(benzo[b]thiophen-3-yl)-3-methoxyphenyl)((1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl)methanone

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: 419.59

Molecular Weight (Monoisotopic): 419.1919

AlogP: 6.62

#Rotatable Bonds: 3

Polar Surface Area: 29.54

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.85

CX LogD: 5.85

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: -0.81

References

1. Crombie AL, Antrilli TM, Campbell BA, Crandall DL, Failli AA, He Y, Kern JC, Moore WJ, Nogle LM, Trybulski EJ..  (2010)  Synthesis and evaluation of azabicyclo[3.2.1]octane derivatives as potent mixed vasopressin antagonists.,  20  (12): [PMID:20471258] [10.1016/j.bmcl.2010.04.068]

Source

Source(1):

• Scientific Literature