Dodecanedioic 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: ALA191633

Chembl Id: CHEMBL191633

PubChem CID: 11331513

Max Phase: Preclinical

Molecular Formula: C37H56O13

Molecular Weight: 708.84

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)CCCCCCCCCCC(=O)O)[C@@]1(O)[C@H]2OC(=O)[C@@]1(C)O

Standard InChI:  InChI=1S/C37H56O13/c1-6-7-8-13-17-21-28(42)48-32-30-29(23(2)31(32)43)33-37(46,36(5,45)34(44)49-33)25(22-35(30,4)50-24(3)38)47-27(41)20-18-15-12-10-9-11-14-16-19-26(39)40/h25,30,32-33,45-46H,6-22H2,1-5H3,(H,39,40)/t25-,30+,32-,33-,35-,36+,37+/m0/s1

Standard InChI Key:  OBLSMXDPUDCTJW-LSSXTPTNSA-N

Alternative Forms

1. Parent:

   

   ALA191633

   12-[[(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]-12-oxododecanoic 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: 708.84

Molecular Weight (Monoisotopic): 708.3721

AlogP: 4.80

#Rotatable Bonds: 20

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: 4.95

CX Basic pKa: ┄

CX LogP: 5.18

CX LogD: 2.76

Aromatic Rings: ┄

Heavy Atoms: 50

QED Weighted: 0.09

Np Likeness Score: 1.60

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