2'-methoxy-N-methyl-4'-((1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octane-6-carbonyl)biphenyl-3-carboxamide

ID: ALA1086294

PubChem CID: 46890572

Max Phase: Preclinical

Molecular Formula: C26H32N2O3

Molecular Weight: 420.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cccc(-c2ccc(C(=O)N3C[C@]4(C)C[C@H]3CC(C)(C)C4)cc2OC)c1

Standard InChI:  InChI=1S/C26H32N2O3/c1-25(2)13-20-14-26(3,15-25)16-28(20)24(30)19-9-10-21(22(12-19)31-5)17-7-6-8-18(11-17)23(29)27-4/h6-12,20H,13-16H2,1-5H3,(H,27,29)/t20-,26-/m1/s1

Standard InChI Key:  IVQNYSRYAHADJO-FQRUVTKNSA-N

Molfile:  

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   14.8197  -19.3451    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1690  -23.5240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4439  -23.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1710  -25.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4496  -25.5699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA1086294

   3-[2-methoxy-4-[(1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octane-6-carbonyl]phenyl]-N-methylbenzamide

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: 420.55

Molecular Weight (Monoisotopic): 420.2413

AlogP: 4.76

#Rotatable Bonds: 4

Polar Surface Area: 58.64

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.05

CX LogD: 4.05

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.78

Np Likeness Score: -0.69

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