Micheliolide

ID: ALA5286069

Max Phase: Preclinical

Molecular Formula: C15H20O3

Molecular Weight: 248.32

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2C1CCC(C)=C1CC[C@@](C)(O)[C@@H]12

Standard InChI:  InChI=1S/C15H20O3/c1-8-4-5-11-9(2)14(16)18-13(11)12-10(8)6-7-15(12,3)17/h11-13,17H,2,4-7H2,1,3H3/t11?,12-,13-,15+/m0/s1

Standard InChI Key:  RDJAFOWISVMOJY-ZBVJJQAHSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -0.2489    1.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4424    0.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0829   -0.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9126   -0.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380    0.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444    1.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4977    1.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4977    2.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1615   -1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4977   -1.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1658   -1.0371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4977   -2.3644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9634   -1.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7190   -0.4840    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444    0.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5762    1.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9402    1.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9634   -0.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444   -0.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3872    0.5668    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  4  1  0
  6  5  1  0
  7  6  1  0
  1  7  2  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  1  0
  3 11  1  0
 10 12  2  0
  9 13  2  0
  3 14  1  1
  2 15  1  0
 15 16  1  0
 16 17  1  0
  1 17  1  0
 15 18  1  1
 15 19  1  0
  2 20  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA5286069

   ---

Molecule Features

Natural Product: Yes

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: 248.32

Molecular Weight (Monoisotopic): 248.1412

AlogP: 2.36

#Rotatable Bonds: ┄

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.97

CX LogD: 1.97

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.41

Np Likeness Score: 3.47

References

1. Rathod B, Chak S, Patel S, Shard A..  (2021)  Tumor pyruvate kinase M2 modulators: a comprehensive account of activators and inhibitors as anticancer agents.,  12  (7.0): [PMID:34355179] [10.1039/D1MD00045D]

Source

Source(1):

• Scientific Literature