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,N-dimethylacetamide

ID: ALA1778053

PubChem CID: 54581677

Max Phase: Preclinical

Molecular Formula: C43H80N2O13

Molecular Weight: 833.11

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)N(C)C)[C@H](C)[C@@H](O)[C@]1(C)O

Standard InChI:  InChI=1S/C43H80N2O13/c1-17-31-43(12,51)37(48)27(7)35(53-22-32(46)44(13)14)24(4)19-42(11,50)38(58-40-34(47)30(18-25(5)55-40)45(15)23(2)3)28(8)36(29(9)39(49)56-31)57-33-21-41(10,52-16)20-26(6)54-33/h23-31,33-38,40,47-48,50-51H,17-22H2,1-16H3/t24-,25-,26+,27+,28+,29-,30+,31-,33+,34-,35+,36+,37-,38-,40+,41+,42-,43-/m1/s1

Standard InChI Key:  RQZMBUFKWYDHSE-BPMAOTEMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1778053

   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: 833.11

Molecular Weight (Monoisotopic): 832.5660

AlogP: 3.50

#Rotatable Bonds: 11

Polar Surface Area: 186.15

Molecular Species: BASE

HBA: 14

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.58

CX Basic pKa: 9.63

CX LogP: 3.14

CX LogD: 0.93

Aromatic Rings: ┄

Heavy Atoms: 58

QED Weighted: 0.22

Np Likeness Score: 1.20

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