Succinic acid mono-[(2S,3R,6S,8R,9S)-3-butyl-8-((6S,7S)-9-carboxy-6-hydroxy-3,7-dimethyl-nonyl)-2-(4-carboxy-3-methyl-butyl)-9-methyl-1,7-dioxa-spiro[5.5]undec-3-yl] ester

ID: ALA115949

Chembl Id: CHEMBL115949

PubChem CID: 44341615

Max Phase: Preclinical

Molecular Formula: C36H62O11

Molecular Weight: 670.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@@]1(OC(=O)CCC(=O)O)CC[C@]2(CC[C@H](C)[C@@H](CCC(C)CC[C@H](O)[C@@H](C)CCC(=O)O)O2)O[C@H]1CCC(C)CC(=O)O

Standard InChI:  InChI=1S/C36H62O11/c1-6-7-19-35(47-34(44)17-16-32(40)41)21-22-36(46-30(35)14-10-25(3)23-33(42)43)20-18-27(5)29(45-36)13-9-24(2)8-12-28(37)26(4)11-15-31(38)39/h24-30,37H,6-23H2,1-5H3,(H,38,39)(H,40,41)(H,42,43)/t24?,25?,26-,27-,28-,29+,30-,35+,36-/m0/s1

Standard InChI Key:  VTTBEARHTCMGDR-NPXWQHSTSA-N

Alternative Forms

1. Parent:

   

   ALA115949

   (4S,5S)-10-[(2S,3R,6S,8R,9S)-3-butyl-2-(4-carboxy-3-methylbutyl)-3-(3-carboxypropanoyloxy)-9-methyl-1,7-dioxaspiro[5.5]undecan-8-yl]-5-hydroxy-4,8-dimethyldecanoic 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: 670.88

Molecular Weight (Monoisotopic): 670.4292

AlogP: 6.96

#Rotatable Bonds: 22

Polar Surface Area: 176.89

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.75

CX Basic pKa: ┄

CX LogP: 6.81

CX LogD: -1.93

Aromatic Rings: ┄

Heavy Atoms: 47

QED Weighted: 0.09

Np Likeness Score: 1.54

References

1. Shimizu T, Usui T, Machida K, Furuya K, Osada H, Nakata T..  (2002)  Chemical modification of reveromycin A and its biological activities.,  12  (23): [PMID:12419362] [10.1016/s0960-894x(02)00782-5]

Source

Source(1):

• Scientific Literature