3-endo-(8-{2-[(2-methanesulfonylacetyl)-(4-trifluoromethyl-benzyl)amino]ethyl}-8-azabicyclo[3.2.1]oct-3-yl)-benzamide trifluoroacetate salt

ID: ALA3979255

PubChem CID: 134152321

Max Phase: Preclinical

Molecular Formula: C29H33F6N3O6S

Molecular Weight: 551.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)CC(=O)N(CCN1[C@@H]2CC[C@H]1C[C@@H](c1cccc(C(N)=O)c1)C2)Cc1ccc(C(F)(F)F)cc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C27H32F3N3O4S.C2HF3O2/c1-38(36,37)17-25(34)32(16-18-5-7-22(8-6-18)27(28,29)30)11-12-33-23-9-10-24(33)15-21(14-23)19-3-2-4-20(13-19)26(31)35;3-2(4,5)1(6)7/h2-8,13,21,23-24H,9-12,14-17H2,1H3,(H2,31,35);(H,6,7)/t21-,23+,24-;

Standard InChI Key:  NVSIHIFCHYAWLY-LLWNGYSHSA-N

Molfile:  

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M  END

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: 551.63

Molecular Weight (Monoisotopic): 551.2066

AlogP: 3.59

#Rotatable Bonds: 9

Polar Surface Area: 100.78

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.55

CX Basic pKa: 7.07

CX LogP: 2.38

CX LogD: 2.34

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.51

Np Likeness Score: -1.19

References

1.  (2014)  8-azabicyclo[3.2.1]octane compounds as mu opioid receptor antagonists, 

Source

Source(1):

• Patent Bioactivity Data