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

ID: ALA321686

Chembl Id: CHEMBL321686

PubChem CID: 44341621

Max Phase: Preclinical

Molecular Formula: C36H52O11

Molecular Weight: 660.80

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](C/C=C(C)/C=C/[C@H](O)[C@@H](C)/C=C/C(=O)OC)O2)O[C@H]1/C=C/C=C/C(=O)O

Standard InChI:  InChI=1S/C36H52O11/c1-6-7-21-35(47-34(43)19-17-32(40)41)23-24-36(46-30(35)10-8-9-11-31(38)39)22-20-27(4)29(45-36)16-13-25(2)12-15-28(37)26(3)14-18-33(42)44-5/h8-15,18,26-30,37H,6-7,16-17,19-24H2,1-5H3,(H,38,39)(H,40,41)/b10-8+,11-9+,15-12+,18-14+,25-13+/t26-,27-,28-,29+,30-,35+,36-/m0/s1

Standard InChI Key:  LONWQJYWXZUCPZ-SIZMBKJQSA-N

Alternative Forms

1. Parent:

   

   ALA321686

   (2E,4E)-5-[(2S,3R,6S,8R,9S)-3-butyl-3-(3-carboxypropanoyloxy)-8-[(2E,4E,6S,7S,8E)-6-hydroxy-10-methoxy-3,7-dimethyl-10-oxodeca-2,4,8-trienyl]-9-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]penta-2,4-dienoic 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: 660.80

Molecular Weight (Monoisotopic): 660.3510

AlogP: 5.83

#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: 3.66

CX Basic pKa: ┄

CX LogP: 6.08

CX LogD: -0.26

Aromatic Rings: ┄

Heavy Atoms: 47

QED Weighted: 0.10

Np Likeness Score: 1.86

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