2-(3-((R)-3-(3,4-dimethoxyphenyl)-1-(((S)-1-((3aR,4R,7aR)-7-oxooctahydro-1H-indene-4-carbonyl)piperidine-2-carbonyl)oxy)propyl)phenoxy)acetic acid

ID: ALA4529116

PubChem CID: 155545147

Max Phase: Preclinical

Molecular Formula: C35H43NO9

Molecular Weight: 621.73

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C35H43NO9/c1-42-31-17-13-22(19-32(31)43-2)12-16-30(23-7-5-8-24(20-23)44-21-33(38)39)45-35(41)28-11-3-4-18-36(28)34(40)27-14-15-29(37)26-10-6-9-25(26)27/h5,7-8,13,17,19-20,25-28,30H,3-4,6,9-12,14-16,18,21H2,1-2H3,(H,38,39)/t25-,26-,27-,28+,30-/m1/s1

Standard InChI Key:  JQSZJISUOIXTGN-HGQOMCLLSA-N

Molfile:  

 
     RDKit          2D

 47 51  0  0  0  0  0  0  0  0999 V2000
   16.8707   -2.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8695   -3.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5776   -4.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2873   -3.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2844   -2.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5758   -2.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9956   -4.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9969   -4.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7052   -5.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7065   -6.0997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4123   -4.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1184   -5.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8250   -4.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8242   -4.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1108   -3.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4072   -4.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9994   -6.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2911   -6.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0007   -7.3266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2955   -5.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5912   -4.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8817   -5.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8810   -6.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5898   -6.5146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1615   -4.0588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4541   -3.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1629   -2.4228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1627   -1.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5331   -5.2798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2404   -4.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9486   -5.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6558   -4.8689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9494   -6.0955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5921   -7.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3009   -7.7385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8855   -7.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1787   -7.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4742   -7.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4723   -8.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5944   -8.1471    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.4730   -9.3729    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.8964   -8.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1854   -8.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3512   -9.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1673   -9.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5042   -9.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7647   -8.9721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  6
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 10 17  1  0
 18 17  1  1
 17 19  2  0
 18 20  1  0
 18 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  2 25  1  0
 25 26  1  0
  1 27  1  0
 27 28  1  0
 13 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 24 34  1  0
 34 35  2  0
 36 34  1  1
 36 37  1  0
 36 42  1  0
 37 38  1  0
 38 39  1  0
 39 43  1  0
 42 40  1  1
 43 41  1  6
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 42  1  0
 39 47  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529116

   ---

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: 621.73

Molecular Weight (Monoisotopic): 621.2938

AlogP: 5.16

#Rotatable Bonds: 12

Polar Surface Area: 128.67

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.44

CX Basic pKa: 0.50

CX LogP: 5.10

CX LogD: 1.70

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.32

Np Likeness Score: 0.06

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