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

ID: ALA1778052

PubChem CID: 54583624

Max Phase: Preclinical

Molecular Formula: C42H78N2O13

Molecular Weight: 819.09

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)C(C)C)[C@H]2O)[C@](C)(O)C[C@@H](C)[C@H](OCC(=O)NC)[C@H](C)[C@@H](O)[C@]1(C)O

Standard InChI:  InChI=1S/C42H78N2O13/c1-16-30-42(12,50)36(47)26(7)34(52-21-31(45)43-13)23(4)18-41(11,49)37(57-39-33(46)29(17-24(5)54-39)44(14)22(2)3)27(8)35(28(9)38(48)55-30)56-32-20-40(10,51-15)19-25(6)53-32/h22-30,32-37,39,46-47,49-50H,16-21H2,1-15H3,(H,43,45)/t23-,24-,25+,26+,27+,28-,29+,30-,32+,33-,34+,35+,36-,37-,39+,40+,41-,42-/m1/s1

Standard InChI Key:  UGDHNAJFEFHFFX-LBHHGSBQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1778052

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

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: 819.09

Molecular Weight (Monoisotopic): 818.5504

AlogP: 3.16

#Rotatable Bonds: 11

Polar Surface Area: 194.94

Molecular Species: BASE

HBA: 14

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.58

CX Basic pKa: 9.63

CX LogP: 2.92

CX LogD: 0.70

Aromatic Rings: ┄

Heavy Atoms: 57

QED Weighted: 0.19

Np Likeness Score: 1.22

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