(1R,3aR,5S,7aR)-1-((R)-1,5-Dimethylhexyl)-5-(2,6-dimethylmorpholine-4-yl)-3a,7a-dimethyloctahydroinden-4-one

ID: ALA2336938

PubChem CID: 71719503

Max Phase: Preclinical

Molecular Formula: C25H45NO2

Molecular Weight: 391.64

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H45NO2/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/h17-22H,8-16H2,1-7H3/t18-,19?,20?,21-,22+,24-,25+/m1/s1

Standard InChI Key:  VCIZNRHEHKYVLY-HESDOTHQSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    3.0541   -9.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0541  -10.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7594  -10.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7594   -9.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4647   -9.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4658  -10.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423  -10.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7213   -9.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2406   -9.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4574   -8.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4615  -11.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4921   -8.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0546   -9.3028    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2912   -8.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9444   -7.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7592  -11.5975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3470  -10.7855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8388   -8.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6379   -8.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1855   -9.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9846   -9.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9340  -10.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6414  -10.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9364  -10.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9333  -11.5974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6415  -12.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3527  -11.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6437   -9.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0612  -12.0065    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  2  0
  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:

   

   ALA2336938

   (1R,3aR,5S,7aR)-5-(3,5-dimethylmorpholin-4-yl)-3a,7a-dimethyl-1-[(2R)-6-methylheptan-2-yl]-1,2,3,5,6,7-hexahydroinden-4-one

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: 391.64

Molecular Weight (Monoisotopic): 391.3450

AlogP: 5.71

#Rotatable Bonds: 6

Polar Surface Area: 29.54

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.87

CX LogP: 6.69

CX LogD: 6.58

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.58

Np Likeness Score: 1.57

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