(1R,3aR,4R,5S,7aR)-1-((R)-1,5-Dimethylhexyl)-5-ethylamino-3a,7a-dimethyloctahydroinden-4-ol

ID: ALA2336933

PubChem CID: 71583301

Max Phase: Preclinical

Molecular Formula: C21H41NO

Molecular Weight: 323.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN[C@H]1CC[C@]2(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@@]2(C)[C@H]1O

Standard InChI:  InChI=1S/C21H41NO/c1-7-22-18-12-14-20(5)17(11-13-21(20,6)19(18)23)16(4)10-8-9-15(2)3/h15-19,22-23H,7-14H2,1-6H3/t16-,17-,18+,19+,20-,21+/m1/s1

Standard InChI Key:  BCTHGKAHKJKJRU-OUCVULTDSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   27.4007   -3.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4007   -4.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1060   -4.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1060   -3.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8112   -3.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8123   -4.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5888   -4.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0678   -4.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5871   -3.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8039   -2.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8081   -5.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8386   -2.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4012   -3.3761    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   30.6377   -2.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2910   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1057   -5.6708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6936   -4.8588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1853   -3.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9844   -2.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5320   -3.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3311   -3.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2806   -4.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9853   -4.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2781   -4.8608    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
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2336933

   (1R,3aR,4R,5S,7aR)-5-(ethylamino)-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: 323.57

Molecular Weight (Monoisotopic): 323.3188

AlogP: 5.00

#Rotatable Bonds: 7

Polar Surface Area: 32.26

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.22

CX LogP: 5.28

CX LogD: 2.60

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: 1.97

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