(S)-1-((5-Benzyl-2-methylbenzyl)amino)-3-(4-hydroxy-2,6-dimethylphenyl)-1-oxopropan-2-aminium Trifluoroacetate

ID: ALA4569796

PubChem CID: 155551876

Max Phase: Preclinical

Molecular Formula: C28H31F3N2O4

Molecular Weight: 402.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(Cc2ccccc2)cc1CNC(=O)[C@@H](N)Cc1c(C)cc(O)cc1C.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C26H30N2O2.C2HF3O2/c1-17-9-10-21(13-20-7-5-4-6-8-20)14-22(17)16-28-26(30)25(27)15-24-18(2)11-23(29)12-19(24)3;3-2(4,5)1(6)7/h4-12,14,25,29H,13,15-16,27H2,1-3H3,(H,28,30);(H,6,7)/t25-;/m0./s1

Standard InChI Key:  IOWCRAWFIHSKIQ-UQIIZPHYSA-N

Molfile:  

     RDKit          2D

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M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 402.54

Molecular Weight (Monoisotopic): 402.2307

AlogP: 4.09

#Rotatable Bonds: 7

Polar Surface Area: 75.35

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.76

CX Basic pKa: 8.05

CX LogP: 5.43

CX LogD: 4.80

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -0.06

References

1. Henry SP, Fernandez TJ, Anand JP, Griggs NW, Traynor JR, Mosberg HI..  (2019)  Structural Simplification of a Tetrahydroquinoline-Core Peptidomimetic μ-Opioid Receptor (MOR) Agonist/δ-Opioid Receptor (DOR) Antagonist Produces Improved Metabolic Stability.,  62  (8): [PMID:30924650] [10.1021/acs.jmedchem.9b00219]

Source

Source(1):

• Scientific Literature