(1R,3aR,4RS,5S,7aR)-1-((R)-1,5-Dimethylhexyl)-5-(2,6-dimethylmorpholine-4-yl)-3a,7a-di-methyl-octahydroinden-4-ol

ID: ALA2337342

PubChem CID: 71720106

Max Phase: Preclinical

Molecular Formula: C25H47NO2

Molecular Weight: 393.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H](O)[C@@H](N3C(C)COCC3C)CC[C@]12C

Standard InChI:  InChI=1S/C25H47NO2/c1-17(2)9-8-10-18(3)21-11-13-25(7)23(27)22(12-14-24(21,25)6)26-19(4)15-28-16-20(26)5/h17-23,27H,8-16H2,1-7H3/t18-,19?,20?,21-,22+,23+,24-,25+/m1/s1

Standard InChI Key:  SVKYGVDORTVLKD-OJPWQGTKSA-N

Molfile:  

     RDKit          2D

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    2.7043  -23.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7043  -24.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4163  -24.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4163  -23.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1283  -23.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294  -24.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9133  -24.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3969  -23.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9116  -23.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1209  -22.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251  -25.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1655  -22.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7335  -23.1672    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9723  -22.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6127  -21.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4160  -25.4839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9904  -24.6641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5251  -22.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319  -22.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8847  -23.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6915  -23.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6309  -24.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2779  -24.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5662  -24.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5631  -25.4838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780  -25.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9960  -25.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2802  -23.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7113  -25.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  5 10  1  1
  6 11  1  6
  9 12  1  0
  9 13  1  6
 12 14  1  0
 12 15  1  6
  3 16  1  1
  2 17  1  1
 14 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 17 23  1  0
 17 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 23 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2337342

   (1R,3aR,4R,5S,7aR)-5-(3,5-dimethylmorpholin-4-yl)-3a,7a-dimethyl-1-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7-hexahydro-1H-inden-4-ol

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: 393.66

Molecular Weight (Monoisotopic): 393.3607

AlogP: 5.50

#Rotatable Bonds: 6

Polar Surface Area: 32.70

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.63

CX LogP: 5.92

CX LogD: 4.67

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.65

Np Likeness Score: 1.64

References

1. König M, Müller C, Bracher F..  (2013)  Stereoselective synthesis of a new class of potent and selective inhibitors of human Δ8,7-sterol isomerase.,  21  (7): [PMID:23433667] [10.1016/j.bmc.2013.01.041]

Source

Source(1):

• Scientific Literature