(4S,5S)-5-((S)-3-methoxy-2-methyl-5-oxocyclopent-1-enyl)-3-methylene-4-(3-oxobutyl)dihydrofuran-2(3H)-one

ID: ALA4540683

Cas Number: 128286-96-4

PubChem CID: 70697791

Max Phase: Preclinical

Molecular Formula: C16H20O5

Molecular Weight: 292.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H](C2=C(C)[C@@H](OC)CC2=O)[C@H]1CCC(C)=O

Standard InChI:  InChI=1S/C16H20O5/c1-8(17)5-6-11-9(2)16(19)21-15(11)14-10(3)13(20-4)7-12(14)18/h11,13,15H,2,5-7H2,1,3-4H3/t11-,13-,15-/m0/s1

Standard InChI Key:  YMBVLYVGHGDKHO-WHOFXGATSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   20.9374  -15.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7546  -15.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0090  -15.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3460  -14.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6873  -15.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2358  -16.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9824  -17.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6430  -17.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3047  -17.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0530  -16.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9099  -14.8362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7397  -14.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4562  -16.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7865  -14.8369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6420  -18.6016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0816  -17.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7563  -16.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4677  -16.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1717  -16.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8831  -16.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1642  -15.2826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  1  0
 10  6  1  0
  6  2  1  6
  5 11  1  1
 11 12  1  0
  1 13  1  0
  3 14  2  0
  8 15  2  0
  9 16  2  0
 10 17  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540683

   3-O-methyl-isosecotanapartholide

Molecule Features

Natural Product: Yes

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: 292.33

Molecular Weight (Monoisotopic): 292.1311

AlogP: 1.76

#Rotatable Bonds: 5

Polar Surface Area: 69.67

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.64

CX LogD: 1.64

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.57

Np Likeness Score: 2.50

References

1. Taleghani A, Emami SA, Tayarani-Najaran Z..  (2020)  Artemisia: a promising plant for the treatment of cancer.,  28  (1): [PMID:31784199] [10.1016/j.bmc.2019.115180]

Source

Source(1):

• Scientific Literature