(3R,4S,5S,6R,7R,9R,10S,11S,12R,13S,14R)-14-ethyl-7,10,12,13-tetrahydroxy-6-((2S,3R,4S,6R)-3-hydroxy-4-(isopropyl(methyl)amino)-6-methyltetrahydro-2H-pyran-2-yloxy)-4-((2S,4S,6S)-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yloxy)-3,5,7,9,11,13-hexamethyloxacyclotetradecan-2-one

ID: ALA1778045

PubChem CID: 54584601

Max Phase: Preclinical

Molecular Formula: C39H73NO12

Molecular Weight: 748.01

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C39H73NO12/c1-15-28-39(12,46)33(43)24(7)30(41)21(4)17-38(11,45)34(52-36-31(42)27(16-22(5)49-36)40(13)20(2)3)25(8)32(26(9)35(44)50-28)51-29-19-37(10,47-14)18-23(6)48-29/h20-34,36,41-43,45-46H,15-19H2,1-14H3/t21-,22-,23+,24+,25+,26-,27+,28-,29+,30+,31-,32+,33-,34-,36+,37+,38-,39-/m1/s1

Standard InChI Key:  VKWJDYXIDDVFQA-QVIWSPRASA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1778045

   (3R,4S,5S,6R,7R,9R,10S,11S,12R,13S,14R)-14-ethyl-7,10,12,13-tetrahydroxy-6-((2S,3R,4S,6R)-3-hydroxy-4-(isopropyl(methyl)amino)-6-methyltetrahydro-2H-pyran-2-yloxy)-4-((2S,4S,6S)-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yloxy)-3,5,7,9,11,13-hexamethylox

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: 748.01

Molecular Weight (Monoisotopic): 747.5133

AlogP: 3.39

#Rotatable Bonds: 8

Polar Surface Area: 176.84

Molecular Species: BASE

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.58

CX Basic pKa: 9.63

CX LogP: 3.38

CX LogD: 1.17

Aromatic Rings: ┄

Heavy Atoms: 52

QED Weighted: 0.23

Np Likeness Score: 1.52

References

1. Liu Y, Carreras CW, Claypool M, Myles DC, Shaw SJ..  (2011)  The role of the 4''-hydroxyl on motilin agonist potency in the 9-dihydroerythromycin series.,  21  (12): [PMID:21570844] [10.1016/j.bmcl.2011.04.078]

Source

Source(1):

• Scientific Literature