(R*)-8-Methoxy-3-methylene-4-((S*)-2-oxocyclohexyl)-chroman-2-one

ID: ALA4081255

PubChem CID: 137648090

Max Phase: Preclinical

Molecular Formula: C17H18O4

Molecular Weight: 286.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)Oc2c(OC)cccc2[C@H]1[C@@H]1CCCCC1=O

Standard InChI:  InChI=1S/C17H18O4/c1-10-15(11-6-3-4-8-13(11)18)12-7-5-9-14(20-2)16(12)21-17(10)19/h5,7,9,11,15H,1,3-4,6,8H2,2H3/t11-,15-/m1/s1

Standard InChI Key:  AVHLPDFAWFFZGK-IAQYHMDHSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   13.8015   -9.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3887   -8.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5721   -8.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1620   -9.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5748   -9.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3976   -9.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6232   -7.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0352   -7.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8545   -7.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2601   -7.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8416   -8.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0307   -8.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6203   -9.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0254   -9.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8363   -9.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2422   -9.2069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2432  -10.6170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6149  -10.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2059   -8.4897    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2059   -9.9012    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7952   -7.7766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0772   -7.8151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4778   -8.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 12 11  1  0
 12  7  2  0
 13 12  1  0
 14 13  1  0
 15 14  1  0
 16 15  1  0
 11 16  1  0
 15 17  2  0
 14 18  2  0
 13  1  1  0
 13 19  1  1
  1 20  1  1
  2 21  2  0
 10 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4081255

   ---

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: 286.33

Molecular Weight (Monoisotopic): 286.1205

AlogP: 3.01

#Rotatable Bonds: 2

Polar Surface Area: 52.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.38

CX LogD: 3.38

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.48

Np Likeness Score: 0.91

References

1.  (2016)  7  (9): [10.1039/C6MD00118A]

Source

Source(1):

• Scientific Literature