(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-((2-hydroxyethyl)(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: ALA1778055

PubChem CID: 54586525

Max Phase: Preclinical

Molecular Formula: C38H71NO14

Molecular Weight: 765.98

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)CCO)[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/C38H71NO14/c1-13-26-38(10,47)31(43)21(4)28(41)19(2)17-36(8,46)33(53-35-29(42)25(16-20(3)49-35)39(11)14-15-40)22(5)30(23(6)34(45)51-26)52-27-18-37(9,48-12)32(44)24(7)50-27/h19-33,35,40-44,46-47H,13-18H2,1-12H3/t19-,20-,21+,22+,23-,24+,25+,26-,27+,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1

Standard InChI Key:  PXQXUQWYHUXXSF-SZZIPPHSSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1778055

   (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-((2-hydroxyethyl)(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,

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: 765.98

Molecular Weight (Monoisotopic): 765.4875

AlogP: 0.94

#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: 12.46

CX Basic pKa: 8.90

CX LogP: 1.23

CX LogD: -0.28

Aromatic Rings: ┄

Heavy Atoms: 53

QED Weighted: 0.16

Np Likeness Score: 1.64

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