Pentanedioic acid mono-((2S,3aR,4S,6S,6aR,7S,9bS)-6-acetoxy-3,3a-dihydroxy-3,6,9-trimethyl-7-octanoyloxy-2,8-dioxo-2,3,3a,4,5,6,6a,7,8,9b-decahydro-azuleno[4,5-b]furan-4-yl) ester

ID: ALA191927

Chembl Id: CHEMBL191927

PubChem CID: 11399317

Max Phase: Preclinical

Molecular Formula: C30H42O13

Molecular Weight: 610.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCC(=O)O[C@@H]1C(=O)C(C)=C2[C@H]1[C@@](C)(OC(C)=O)C[C@H](OC(=O)CCCC(=O)O)[C@@]1(O)[C@H]2OC(=O)[C@@]1(C)O

Standard InChI:  InChI=1S/C30H42O13/c1-6-7-8-9-10-13-21(35)41-25-23-22(16(2)24(25)36)26-30(39,29(5,38)27(37)42-26)18(15-28(23,4)43-17(3)31)40-20(34)14-11-12-19(32)33/h18,23,25-26,38-39H,6-15H2,1-5H3,(H,32,33)/t18-,23+,25-,26-,28-,29+,30+/m0/s1

Standard InChI Key:  VZPDVMPOJYCQAZ-KQLDMIQDSA-N

Alternative Forms

1. Parent:

   

   ALA191927

   5-[[(3S,3aR,4S,6S,6aR,7S,9bS)-6-acetyloxy-3,3a-dihydroxy-3,6,9-trimethyl-7-octanoyloxy-2,8-dioxo-5,6a,7,9b-tetrahydro-4H-azuleno[4,5-b]furan-4-yl]oxy]-5-oxopentanoic acid

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: 610.65

Molecular Weight (Monoisotopic): 610.2625

AlogP: 2.07

#Rotatable Bonds: 13

Polar Surface Area: 200.03

Molecular Species: ACID

HBA: 12

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.64

CX Basic pKa: ┄

CX LogP: 2.06

CX LogD: -1.27

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.16

Np Likeness Score: 1.86

References

1. Singh P, Mhaka AM, Christensen SB, Gray JJ, Denmeade SR, Isaacs JT..  (2005)  Applying linear interaction energy method for rational design of noncompetitive allosteric inhibitors of the sarco- and endoplasmic reticulum calcium-ATPase.,  48  (8): [PMID:15828839] [10.1021/jm049319a]

Source

Source(1):

• Scientific Literature