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

ID: ALA1778048

PubChem CID: 54583622

Max Phase: Preclinical

Molecular Formula: C39H72N2O13

Molecular Weight: 777.01

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)CC(=O)NC)[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/C39H72N2O13/c1-14-27-39(10,48)33(45)23(5)30(43)20(2)16-38(9,47)34(54-36-31(44)26(15-21(3)51-36)41(12)19-28(42)40-11)24(6)32(25(7)35(46)52-27)53-29-18-37(8,49-13)17-22(4)50-29/h20-27,29-34,36,43-45,47-48H,14-19H2,1-13H3,(H,40,42)/t20-,21-,22+,23+,24+,25-,26+,27-,29+,30+,31-,32+,33-,34-,36+,37+,38-,39-/m1/s1

Standard InChI Key:  JQRDBVJONCKHRX-DMZASIISSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1778048

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

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: 777.01

Molecular Weight (Monoisotopic): 776.5034

AlogP: 1.72

#Rotatable Bonds: 9

Polar Surface Area: 205.94

Molecular Species: NEUTRAL

HBA: 14

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.58

CX Basic pKa: 7.57

CX LogP: 1.50

CX LogD: 1.11

Aromatic Rings: ┄

Heavy Atoms: 54

QED Weighted: 0.18

Np Likeness Score: 1.32

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