(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-((2-hydroxy-2-methylpropyl)(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: ALA1778050

PubChem CID: 54582662

Max Phase: Preclinical

Molecular Formula: C40H75NO13

Molecular Weight: 778.03

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)CC(C)(C)O)[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/C40H75NO13/c1-15-28-40(12,48)33(44)24(5)30(42)21(2)17-39(11,47)34(54-36-31(43)27(16-22(3)51-36)41(13)20-37(8,9)46)25(6)32(26(7)35(45)52-28)53-29-19-38(10,49-14)18-23(4)50-29/h21-34,36,42-44,46-48H,15-20H2,1-14H3/t21-,22-,23+,24+,25+,26-,27+,28-,29+,30+,31-,32+,33-,34-,36+,38+,39-,40-/m1/s1

Standard InChI Key:  UQXKKEVJGSFAME-OWFFPJLUSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1778050

   (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-((2-hydroxy-2-methylpropyl)(methyl)amino)-6-methyltetrahydro-2H-pyran-2-yloxy)-4-((2S,4S,6S)-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yloxy)-3,5,7,9,1

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: 778.03

Molecular Weight (Monoisotopic): 777.5238

AlogP: 2.75

#Rotatable Bonds: 9

Polar Surface Area: 197.07

Molecular Species: BASE

HBA: 14

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.58

CX Basic pKa: 9.50

CX LogP: 2.62

CX LogD: 0.52

Aromatic Rings: ┄

Heavy Atoms: 54

QED Weighted: 0.19

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