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

ID: ALA4475106

PubChem CID: 155537458

Max Phase: Preclinical

Molecular Formula: C27H29F3N2O5

Molecular Weight: 404.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(O)cc(C)c1C[C@H](N)C(=O)NCc1cc(Cc2ccccc2)ccc1O.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C25H28N2O3.C2HF3O2/c1-16-10-21(28)11-17(2)22(16)14-23(26)25(30)27-15-20-13-19(8-9-24(20)29)12-18-6-4-3-5-7-18;3-2(4,5)1(6)7/h3-11,13,23,28-29H,12,14-15,26H2,1-2H3,(H,27,30);(H,6,7)/t23-;/m0./s1

Standard InChI Key:  MTPLPYUPPUKOPG-BQAIUKQQSA-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: 404.51

Molecular Weight (Monoisotopic): 404.2100

AlogP: 3.49

#Rotatable Bonds: 7

Polar Surface Area: 95.58

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.23

CX Basic pKa: 8.03

CX LogP: 4.46

CX LogD: 3.98

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: 0.13

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