(3E,5E,9E)-2-Eth-(E)-ylidene-4,10-dimethyl-11-((1R,4S,5S)-4-methyl-2-oxo-3,6-dioxa-bicyclo[3.1.0]hex-1-yl)-11-oxo-undeca-3,5,9-trienoic acid methyl ester

ID: ALA361286

Chembl Id: CHEMBL361286

PubChem CID: 11326298

Max Phase: Preclinical

Molecular Formula: C21H26O6

Molecular Weight: 374.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C(\C=C(C)\C=C\CC/C=C(\C)C(=O)[C@]12O[C@H]1[C@H](C)OC2=O)C(=O)OC

Standard InChI:  InChI=1S/C21H26O6/c1-6-16(19(23)25-5)12-13(2)10-8-7-9-11-14(3)17(22)21-18(27-21)15(4)26-20(21)24/h6,8,10-12,15,18H,7,9H2,1-5H3/b10-8+,13-12+,14-11+,16-6+/t15-,18-,21-/m0/s1

Standard InChI Key:  FJCQQYIIHSBERC-JFGBVNEWSA-N

Alternative Forms

1. Parent:

   

   ALA361286

   methyl (2E,3E,5E,9E)-2-ethylidene-4,10-dimethyl-11-[(1R,4S,5S)-4-methyl-2-oxo-3,6-dioxabicyclo[3.1.0]hexan-1-yl]-11-oxoundeca-3,5,9-trienoate

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: 374.43

Molecular Weight (Monoisotopic): 374.1729

AlogP: 2.99

#Rotatable Bonds: 8

Polar Surface Area: 82.20

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.35

CX LogD: 4.35

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.16

Np Likeness Score: 2.14

References

1. Nagumo Y, Kakeya H, Yamaguchi J, Uno T, Shoji M, Hayashi Y, Osada H..  (2004)  Structure-activity relationships of epolactaene derivatives: structural requirements for inhibition of Hsp60 chaperone activity.,  14  (17): [PMID:15357965] [10.1016/j.bmcl.2004.06.054]

Source

Source(1):

• Scientific Literature