(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-(((S)-2-hydroxypropyl)(methyl)amino)-6-methyltetrahydro-2H-pyran-2-yloxy)-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: ALA1778154

PubChem CID: 54584626

Max Phase: Preclinical

Molecular Formula: C39H73NO14

Molecular Weight: 780.01

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@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C[C@H](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/C39H73NO14/c1-14-27-39(11,48)32(44)22(5)29(42)19(2)16-37(9,47)34(54-36-30(43)26(15-21(4)50-36)40(12)18-20(3)41)23(6)31(24(7)35(46)52-27)53-28-17-38(10,49-13)33(45)25(8)51-28/h19-34,36,41-45,47-48H,14-18H2,1-13H3/t19-,20+,21-,22+,23+,24-,25+,26+,27-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39-/m1/s1

Standard InChI Key:  XKDBKVQGKLXZNJ-IPPRFSLISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1778154

   (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-(((S)-2-hydroxypropyl)(methyl)amino)-6-methyltetrahydro-2H-pyran-2-yloxy)-4-((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yloxy)-3

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: 780.01

Molecular Weight (Monoisotopic): 779.5031

AlogP: 1.33

#Rotatable Bonds: 9

Polar Surface Area: 217.30

Molecular Species: BASE

HBA: 15

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.45

CX Basic pKa: 9.20

CX LogP: 1.64

CX LogD: -0.16

Aromatic Rings: ┄

Heavy Atoms: 54

QED Weighted: 0.16

Np Likeness Score: 1.62

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