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-((2R,4R,5S,6S)-5-hydroxy-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: ALA1778056

PubChem CID: 54585549

Max Phase: Preclinical

Molecular Formula: C39H72N2O14

Molecular Weight: 793.00

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)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/C39H72N2O14/c1-14-26-39(10,49)32(45)21(4)29(43)19(2)16-37(8,48)34(55-36-30(44)25(15-20(3)51-36)41(12)18-27(42)40-11)22(5)31(23(6)35(47)53-26)54-28-17-38(9,50-13)33(46)24(7)52-28/h19-26,28-34,36,43-46,48-49H,14-18H2,1-13H3,(H,40,42)/t19-,20-,21+,22+,23-,24+,25+,26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39-/m1/s1

Standard InChI Key:  DJJVZZWADLZGBY-DDFPVJQSSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1778056

   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-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-2-oxo-oxacyclotetradec-6-yl]oxy]-3-hydroxy-6-methyloxan-4-yl]-methylamin

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: 793.00

Molecular Weight (Monoisotopic): 792.4984

AlogP: 0.69

#Rotatable Bonds: 9

Polar Surface Area: 226.17

Molecular Species: NEUTRAL

HBA: 15

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.45

CX Basic pKa: 7.57

CX LogP: 0.81

CX LogD: 0.42

Aromatic Rings: ┄

Heavy Atoms: 55

QED Weighted: 0.16

Np Likeness Score: 1.42

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