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

ID: ALA4090060

PubChem CID: 137641924

Max Phase: Preclinical

Molecular Formula: C16H16O4

Molecular Weight: 272.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)Oc2c(OC)cccc2[C@H]1[C@@H]1CCCC1=O

Standard InChI:  InChI=1S/C16H16O4/c1-9-14(10-5-3-7-12(10)17)11-6-4-8-13(19-2)15(11)20-16(9)18/h4,6,8,10,14H,1,3,5,7H2,2H3/t10-,14-/m1/s1

Standard InChI Key:  KYNNZTSPTILWHZ-QMTHXVAHSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   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
   13.8032   -9.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3263   -8.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5479   -8.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5436   -9.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3195   -9.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5823   -7.7593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7973  -10.0127    0.0000 H   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
   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
  2  3  2  0
  3  4  1  0
  4  5  2  0
  6  5  1  0
  6  1  2  0
  7  6  1  0
  8  7  1  0
  9  8  1  0
 10  9  1  0
  5 10  1  0
  9 11  2  0
  8 12  2  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 13 17  1  0
 14 18  2  0
 13 19  1  1
  7 20  1  1
  4 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4090060

   ---

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: 272.30

Molecular Weight (Monoisotopic): 272.1049

AlogP: 2.62

#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: 2.93

CX LogD: 2.93

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.47

Np Likeness Score: 1.01

References

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

Source

Source(1):

• Scientific Literature