(2-methoxy-4'-phenoxybiphenyl-4-yl)((1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl)methanone

ID: ALA1085300

PubChem CID: 46890655

Max Phase: Preclinical

Molecular Formula: C30H33NO3

Molecular Weight: 455.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)N2C[C@]3(C)C[C@H]2CC(C)(C)C3)ccc1-c1ccc(Oc2ccccc2)cc1

Standard InChI:  InChI=1S/C30H33NO3/c1-29(2)17-23-18-30(3,19-29)20-31(23)28(32)22-12-15-26(27(16-22)33-4)21-10-13-25(14-11-21)34-24-8-6-5-7-9-24/h5-16,23H,17-20H2,1-4H3/t23-,30-/m1/s1

Standard InChI Key:  KDECZHVDASQXAL-WVXBCFDCSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1085300

   [3-methoxy-4-(4-phenoxyphenyl)phenyl]-[(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: 455.60

Molecular Weight (Monoisotopic): 455.2460

AlogP: 7.20

#Rotatable Bonds: 5

Polar Surface Area: 38.77

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.47

CX LogD: 6.47

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: -0.48

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