Thapsakinacetate A

ID: ALA2269307

Chembl Id: CHEMBL2269307

PubChem CID: 76308670

Max Phase: Preclinical

Molecular Formula: C37H40N2O10

Molecular Weight: 672.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H]1[C@@]2(O)c3c(cc4c(c3OC)OCO4)O[C@]1(c1ccc(OC)cc1)[C@H](c1ccccc1)[C@H]2C(=O)N1CCCC1NC(=O)C(C)C

Standard InChI:  InChI=1S/C37H40N2O10/c1-20(2)33(40)38-26-12-9-17-39(26)34(41)29-27(21-10-7-6-8-11-21)37(22-13-15-23(44-3)16-14-22)32(35(42)46-5)36(29,43)28-24(49-37)18-25-30(31(28)45-4)48-19-47-25/h6-8,10-11,13-16,18,20,26-27,29,32,43H,9,12,17,19H2,1-5H3,(H,38,40)/t26?,27-,29+,32-,36-,37-/m1/s1

Standard InChI Key:  NIWPPADQQDYTAA-TWRNWBRFSA-N

Alternative Forms

1. Parent:

   

   ALA2269307

   THAPSAKINACETATE A

Molecule Features

Natural Product: Yes

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: 672.73

Molecular Weight (Monoisotopic): 672.2683

AlogP: 3.83

#Rotatable Bonds: 8

Polar Surface Area: 142.09

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.13

CX Basic pKa: ┄

CX LogP: 3.38

CX LogD: 3.38

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.34

Np Likeness Score: 1.14

References

1. Engelmeier D, Hadacek F, Pacher T, Vajrodaya S, Greger H..  (2000)  Cyclopenta[b]benzofurans from Aglaia species with pronounced antifungal activity against rice blast fungus (Pyricularia grisea).,  48  (4): [PMID:10775404] [10.1021/jf990509h]

Source

Source(1):

• Scientific Literature