(R)-2-((R)-5,8-dimethyl-7-propoxy-1,2,3,4-tetrahydronaphthalen-2-yl)-N-(5-methylthiazol-2-yl)propanamide

ID: ALA4554244

PubChem CID: 155556436

Max Phase: Preclinical

Molecular Formula: C22H30N2O2S

Molecular Weight: 386.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCOc1cc(C)c2c(c1C)C[C@H]([C@@H](C)C(=O)Nc1ncc(C)s1)CC2

Standard InChI:  InChI=1S/C22H30N2O2S/c1-6-9-26-20-10-13(2)18-8-7-17(11-19(18)16(20)5)15(4)21(25)24-22-23-12-14(3)27-22/h10,12,15,17H,6-9,11H2,1-5H3,(H,23,24,25)/t15-,17-/m1/s1

Standard InChI Key:  MMECFPFTPZOQEU-NVXWUHKLSA-N

Molfile:  

 
     RDKit          2D

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   39.4331  -20.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1412  -21.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1394  -19.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8480  -19.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8468  -20.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5530  -21.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2649  -20.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2661  -19.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5553  -19.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1428  -21.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1369  -18.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7251  -21.0919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0177  -20.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3097  -21.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6023  -20.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9715  -21.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6803  -20.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9692  -21.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9686  -20.2688    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   44.3869  -21.0979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.0957  -20.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6826  -19.8701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.8403  -21.0235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.3888  -20.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9822  -19.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1824  -19.8766    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   46.3166  -18.9632    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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
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  3 11  1  0
  4 12  1  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  8 17  1  0
 17 18  1  0
 17 19  1  6
  8 20  1  6
 18 21  1  0
 21 22  1  0
 18 23  2  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 22  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554244

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 386.56

Molecular Weight (Monoisotopic): 386.2028

AlogP: 5.24

#Rotatable Bonds: 6

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.04

CX Basic pKa: 0.51

CX LogP: 6.55

CX LogD: 6.47

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: -0.93

References

1. Wang J, Su S, Zhang S, Zhai S, Sheng R, Wu W, Guo R..  (2019)  Structure-activity relationship and synthetic methodologies of α-santonin derivatives with diverse bioactivities: A mini-review.,  175  [PMID:31082765] [10.1016/j.ejmech.2019.04.066]

Source

Source(1):

• Scientific Literature