2-(3-((R)-3-(3,4-dimethoxyphenyl)-1-(((S)-1-((1R,4aS,8aR)-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl)piperidine-2-carbonyl)oxy)propyl)phenoxy)acetic acid

ID: ALA4544909

PubChem CID: 155552889

Max Phase: Preclinical

Molecular Formula: C36H45NO8

Molecular Weight: 619.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CC[C@@H](OC(=O)[C@@H]2CCCCN2C(=O)[C@@H]2CC=C[C@@H]3CCCC[C@H]32)c2cccc(OCC(=O)O)c2)cc1OC

Standard InChI:  InChI=1S/C36H45NO8/c1-42-32-19-17-24(21-33(32)43-2)16-18-31(26-11-7-12-27(22-26)44-23-34(38)39)45-36(41)30-15-5-6-20-37(30)35(40)29-14-8-10-25-9-3-4-13-28(25)29/h7-8,10-12,17,19,21-22,25,28-31H,3-6,9,13-16,18,20,23H2,1-2H3,(H,38,39)/t25-,28+,29+,30-,31+/m0/s1

Standard InChI Key:  GSSIKELKGXUUFI-LKQUBHGJSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4544909

   ---

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: 619.76

Molecular Weight (Monoisotopic): 619.3145

AlogP: 6.15

#Rotatable Bonds: 12

Polar Surface Area: 111.60

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.44

CX Basic pKa: 0.80

CX LogP: 6.10

CX LogD: 2.71

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.22

Np Likeness Score: 0.03

References

1. Feng X, Sippel C, Knaup FH, Bracher A, Staibano S, Romano MF, Hausch F..  (2020)  A Novel Decalin-Based Bicyclic Scaffold for FKBP51-Selective Ligands.,  63  (1): [PMID:31800244] [10.1021/acs.jmedchem.9b01157]

Source

Source(1):

• Scientific Literature