(1R,3aR,4RS,5S,7aR)-1-((R)-1,5-Dimethylhexyl)-5-(2,3-dimethylphenylamino)-3a,7a-dimethyl-octahydroinden-4-ol

ID: ALA2337343

PubChem CID: 71720763

Max Phase: Preclinical

Molecular Formula: C27H45NO

Molecular Weight: 399.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(N[C@H]2CC[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@@]3(C)[C@H]2O)c1C

Standard InChI:  InChI=1S/C27H45NO/c1-18(2)10-8-12-20(4)22-14-16-27(7)25(29)24(15-17-26(22,27)6)28-23-13-9-11-19(3)21(23)5/h9,11,13,18,20,22,24-25,28-29H,8,10,12,14-17H2,1-7H3/t20-,22-,24+,25+,26-,27+/m1/s1

Standard InChI Key:  LAYFRXFEQNCPGG-OXSGQLDCSA-N

Molfile:  

     RDKit          2D

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   16.1390  -23.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.3547  -21.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1581  -25.5758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7324  -24.7560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   19.4336  -23.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3729  -24.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0173  -24.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0190  -23.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3049  -23.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5900  -23.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5938  -24.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3086  -24.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3134  -25.5847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8813  -24.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  7  8  1  0
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  5 10  1  1
  6 11  1  6
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  3 16  1  1
  2 17  1  1
 14 18  1  0
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 20 21  1  0
 20 22  1  0
 17 23  1  0
 23 24  2  0
 24 25  1  0
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 26 27  1  0
 27 28  2  0
 28 23  1  0
 28 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2337343

   (1R,3aR,4R,5S,7aR)-5-(2,3-dimethylanilino)-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: 399.66

Molecular Weight (Monoisotopic): 399.3501

AlogP: 7.12

#Rotatable Bonds: 7

Polar Surface Area: 32.26

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.18

CX LogP: 7.59

CX LogD: 7.59

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: 1.01

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