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

ID: ALA1778054

PubChem CID: 54587558

Max Phase: Preclinical

Molecular Formula: C40H73NO13

Molecular Weight: 776.02

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@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C3CCC3)[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/C40H73NO13/c1-13-28-40(10,48)33(44)22(4)30(42)20(2)18-38(8,47)35(54-37-31(43)27(17-21(3)50-37)41(11)26-15-14-16-26)23(5)32(24(6)36(46)52-28)53-29-19-39(9,49-12)34(45)25(7)51-29/h20-35,37,42-45,47-48H,13-19H2,1-12H3/t20-,21-,22+,23+,24-,25+,27+,28-,29+,30+,31-,32+,33-,34+,35-,37+,38-,39-,40-/m1/s1

Standard InChI Key:  JPAUHMANUJAQEP-QNZGYDPESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1778054

   (3R,4S,5S,6R,7R,9R,10S,11S,12R,13S,14R)-6-((2S,3R,4S,6R)-4-(cyclobutyl(methyl)amino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)-14-ethyl-7,10,12,13-tetrahydroxy-4-((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yloxy)-3,5,7,9,11,1

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: 776.02

Molecular Weight (Monoisotopic): 775.5082

AlogP: 2.50

#Rotatable Bonds: 8

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: 12.46

CX Basic pKa: 9.60

CX LogP: 2.83

CX LogD: 0.64

Aromatic Rings: ┄

Heavy Atoms: 54

QED Weighted: 0.20

Np Likeness Score: 1.58

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