(R)-2-((R)-7-hydroxy-5,8-dimethyl-1,2,3,4-tetrahydronapthalen-2-yl)-1-morpholinopropan-1-one

ID: ALA4092953

PubChem CID: 137653487

Max Phase: Preclinical

Molecular Formula: C19H27NO3

Molecular Weight: 317.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c(C)c2c1CC[C@@H]([C@@H](C)C(=O)N1CCOCC1)C2

Standard InChI:  InChI=1S/C19H27NO3/c1-12-10-18(21)14(3)17-11-15(4-5-16(12)17)13(2)19(22)20-6-8-23-9-7-20/h10,13,15,21H,4-9,11H2,1-3H3/t13-,15-/m1/s1

Standard InChI Key:  KZLHRZHETFZGAH-UKRRQHHQSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   16.3018   -3.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3007   -4.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0154   -4.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0136   -2.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7290   -3.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7278   -4.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4447   -4.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1673   -4.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1685   -3.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4470   -2.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8806   -4.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8783   -5.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5961   -4.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3094   -4.5289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5984   -3.2895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0151   -5.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5860   -4.5182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0112   -2.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1614   -4.9330    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.3026   -5.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0117   -5.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7298   -5.3668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7341   -4.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0204   -4.1220    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
  9 10  1  0
  8 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 13 15  2  0
  3 16  1  0
  2 17  1  0
  4 18  1  0
  8 19  1  6
 14 20  1  0
 14 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4092953

   ---

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: 317.43

Molecular Weight (Monoisotopic): 317.1991

AlogP: 2.61

#Rotatable Bonds: 2

Polar Surface Area: 49.77

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.22

CX Basic pKa: ┄

CX LogP: 3.53

CX LogD: 3.52

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: -0.10

References

1. Chinthakindi PK, Singh J, Gupta S, Nargotra A, Mahajan P, Kaul A, Ahmed Z, Koul S, Sangwan PL..  (2017)  Synthesis of α-santonin derivatives for diminutive effect on T and B-cell proliferation and their structure activity relationships.,  127  [PMID:27847171] [10.1016/j.ejmech.2016.11.018]

Source

Source(1):

• Scientific Literature