5-Butyl-2-dodecylphenanthridin-6(5H)-one

ID: ALA3259998

PubChem CID: 71082513

Max Phase: Preclinical

Molecular Formula: C29H41NO

Molecular Weight: 419.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCc1ccc2c(c1)c1ccccc1c(=O)n2CCCC

Standard InChI:  InChI=1S/C29H41NO/c1-3-5-7-8-9-10-11-12-13-14-17-24-20-21-28-27(23-24)25-18-15-16-19-26(25)29(31)30(28)22-6-4-2/h15-16,18-21,23H,3-14,17,22H2,1-2H3

Standard InChI Key:  RGGBCIXXCKHJON-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   16.9810  -22.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6890  -22.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.3959  -21.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3947  -22.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8218  -21.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1071  -20.9038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8206  -22.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1042  -22.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0993  -23.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8101  -23.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5273  -23.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5287  -22.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5305  -20.9128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1072  -20.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8149  -19.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8149  -18.8608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5227  -18.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2730  -22.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.5662  -21.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8588  -20.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8595  -20.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5675  -19.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2749  -20.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9829  -19.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9836  -18.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2762  -18.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5682  -18.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8608  -18.4617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
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  6 10  1  0
  9  7  1  0
  7  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  2  0
  8 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3259998

   5-butyl-2-dodecylphenanthridin-6(5H)-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: 419.65

Molecular Weight (Monoisotopic): 419.3188

AlogP: 8.42

#Rotatable Bonds: 14

Polar Surface Area: 22.00

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 9.33

CX LogD: 9.33

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.19

Np Likeness Score: -0.41

References

1. Nishiyama Y, Nakamura M, Misawa T, Nakagomi M, Makishima M, Ishikawa M, Hashimoto Y..  (2014)  Structure-activity relationship-guided development of retinoic acid receptor-related orphan receptor gamma (RORγ)-selective inverse agonists with a phenanthridin-6(5H)-one skeleton from a liver X receptor ligand.,  22  (9): [PMID:24702856] [10.1016/j.bmc.2014.03.007]

Source

Source(1):

• Scientific Literature