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

ID: ALA461144

Chembl Id: CHEMBL461144

PubChem CID: 44561405

Max Phase: Preclinical

Molecular Formula: C37H54O11

Molecular Weight: 674.83

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C37H54O11/c1-7-8-20-36(48-35(44)18-17-34(43)45-6)22-23-37(47-31(36)15-11-26(3)24-33(41)42)21-19-28(5)30(46-37)14-10-25(2)9-13-29(38)27(4)12-16-32(39)40/h9-13,15-16,24,27-31,38H,7-8,14,17-23H2,1-6H3,(H,39,40)(H,41,42)/b13-9+,15-11+,16-12+,25-10+,26-24+/t27-,28-,29-,30+,31-,36+,37-/m0/s1

Standard InChI Key:  UNIWRCAIRPHEII-SFKKXSHQSA-N

Alternative Forms

1. Parent:

   

   ALA461144

   Reveromycin A 4'-methyl ester

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: 674.83

Molecular Weight (Monoisotopic): 674.3666

AlogP: 6.22

#Rotatable Bonds: 17

Polar Surface Area: 165.89

Molecular Species: ACID

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.84

CX Basic pKa: ┄

CX LogP: 6.09

CX LogD: 0.17

Aromatic Rings: ┄

Heavy Atoms: 48

QED Weighted: 0.09

Np Likeness Score: 1.67

References

1. Shimizu T, Usui T, Fujikura M, Kawatani M, Satoh T, Machida K, Kanoh N, Woo JT, Osada H, Sodeoka M..  (2008)  Synthesis and biological activities of reveromycin A and spirofungin A derivatives.,  18  (13): [PMID:18519164] [10.1016/j.bmcl.2008.05.054]

Source

Source(1):

• Scientific Literature