(2R)-2-[(2R,5S,6R)-6-[(1S,2S,3S,5R)-5-[(3S,5S,7R,9S,10S,12R)-3-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydropyran-2-yl]-3,10,12-trimethyl-15-oxo-4,6,8-trioxadispiro[4.1.5(7).3(5)]pentadec-13-en-9-yl]-2-hydroxy-1,3-dimethyl-4-oxo-heptyl]-5-methyl-tetrahydropyran-2-yl]butanoic acid

ID: ALA4476357

PubChem CID: 71626587

Max Phase: Preclinical

Molecular Formula: C42H68O11

Molecular Weight: 749.00

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@H](C(=O)[C@@H](C)[C@@H](O)[C@H](C)[C@@H]1O[C@@H]([C@@H](CC)C(=O)O)CC[C@@H]1C)[C@H]1O[C@]2(C=CC(=O)[C@]3(CC[C@@](C)([C@H]4CC[C@](O)(CC)[C@H](C)O4)O3)O2)[C@H](C)C[C@@H]1C

Standard InChI:  InChI=1S/C42H68O11/c1-11-29(38(46)47)31-15-14-23(4)36(50-31)27(8)34(44)26(7)35(45)30(12-2)37-24(5)22-25(6)41(51-37)19-16-32(43)42(53-41)21-20-39(10,52-42)33-17-18-40(48,13-3)28(9)49-33/h16,19,23-31,33-34,36-37,44,48H,11-15,17-18,20-22H2,1-10H3,(H,46,47)/t23-,24-,25+,26-,27-,28-,29+,30-,31+,33+,34+,36+,37-,39-,40+,41-,42-/m0/s1

Standard InChI Key:  DBMLMTJBUXCXNZ-ABGBGCNHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4476357

   (2R)-2-[(2R,5S,6R)-6-[(2S,3S,4S,6R)-6-[(3S,5S,7R,9S,10S,12R)-3-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-3,10,12-trimethyl-15-oxo-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-5-methyloxan-2-yl]butanoic acid

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 749.00

Molecular Weight (Monoisotopic): 748.4762

AlogP: 6.40

#Rotatable Bonds: 12

Polar Surface Area: 158.05

Molecular Species: ACID

HBA: 10

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.45

CX Basic pKa: ┄

CX LogP: 8.28

CX LogD: 5.43

Aromatic Rings: ┄

Heavy Atoms: 53

QED Weighted: 0.20

Np Likeness Score: 2.10

References

1. Antoszczak M, Steverding D, Sulik M, Janczak J, Huczyński A..  (2019)  Anti-trypanosomal activity of doubly modified salinomycin derivatives.,  173  [PMID:30986574] [10.1016/j.ejmech.2019.03.061]

2. Sulik M, Stępień K, Stefańska J, Huczyński A, Antoszczak M..  (2020)  Antibacterial activity of singly and doubly modified salinomycin derivatives.,  30  (9): [PMID:32147358] [10.1016/j.bmcl.2020.127062]

Source

Source(1):

• Scientific Literature