(3R)-4,6-dimethoxy-3-(4-methoxyphenyl)indan-1-one

ID: ALA5178905

PubChem CID: 156579934

Max Phase: Preclinical

Molecular Formula: C18H18O4

Molecular Weight: 298.34

Names and Identifiers

Canonical SMILES:  COc1ccc([C@H]2CC(=O)c3cc(OC)cc(OC)c32)cc1

Standard InChI:  InChI=1S/C18H18O4/c1-20-12-6-4-11(5-7-12)14-10-16(19)15-8-13(21-2)9-17(22-3)18(14)15/h4-9,14H,10H2,1-3H3/t14-/m1/s1

Standard InChI Key:  OYJBHGSSAJNKJF-CQSZACIVSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -1.2158    1.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5012    2.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2106    1.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2106    0.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4994    0.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2158    0.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9953    0.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9954    1.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4803    1.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089    2.7660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2089   -0.1631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0059   -0.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181   -1.1717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6344   -1.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8409   -1.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6229   -0.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9304    2.1263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6450    1.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8480   -2.5525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4994   -0.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2140   -0.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6450   -2.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  4  7  1  0
  3  8  1  0
  8  9  1  0
  9  7  1  0
  8 10  2  0
  7 11  1  6
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 11 16  1  0
  1 17  1  0
 17 18  1  0
 14 19  1  0
  5 20  1  0
 20 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5178905

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 298.34

Molecular Weight (Monoisotopic): 298.1205

AlogP: 3.43

#Rotatable Bonds: 4

Polar Surface Area: 44.76

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.78

CX LogD: 2.78

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.87

Np Likeness Score: 0.57

References

1. Tang ML, Li H, Ning JF, Shen X, Sun X..  (2022)  Discovery of First-in-Class TAK1-MKK3 Protein-Protein Interaction (PPI) Inhibitor (R)-STU104 for the Treatment of Ulcerative Colitis through Modulating TNF-α Production.,  65  (9.0): [PMID:35442672] [10.1021/acs.jmedchem.1c02198]

Source

Source(1):

• Scientific Literature