ID: ALA584549

Max Phase: Preclinical

Molecular Formula: C39H73NO13

Molecular Weight: 764.01

Molecule Type: Small molecule

Representations

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)C)[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/C39H73NO13/c1-15-27-39(12,47)32(43)22(6)29(41)20(4)17-37(10,46)34(53-36-30(42)26(16-21(5)49-36)40(13)19(2)3)23(7)31(24(8)35(45)51-27)52-28-18-38(11,48-14)33(44)25(9)50-28/h19-34,36,41-44,46-47H,15-18H2,1-14H3/t20-,21-,22+,23+,24-,25+,26+,27-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39-/m1/s1

Standard InChI Key:  RXJCJWPPKSQMAS-IRNFSOKPSA-N

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

Properties

Molecular Weight: 764.01

Molecular Weight (Monoisotopic): 763.5082

AlogP: 2.36

#Rotatable Bonds: 8

Polar Surface Area: 197.07

Molecular Species: BASE

HBA: 14

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.46

CX Basic pKa: 9.63

CX LogP: 2.69

CX LogD: 0.48

Aromatic Rings: 0

Heavy Atoms: 53

QED Weighted: 0.20

Np Likeness Score: 1.62

References

1. Shaw SJ, Chen Y, Zheng H, Fu H, Burlingame MA, Marquez S, Li Y, Claypool M, Carreras CW, Crumb W, Hardy DJ, Myles DC, Liu Y..  (2009)  Structure-activity relationships of 9-substituted-9-dihydroerythromycin-based motilin agonists: optimizing for potency and safety.,  52  (21): [PMID:19821563] [10.1021/jm901107f]

2. Liu Y, Li Y, Myles DC, Claypool M, Carreras CW, Shaw SJ..  (2010)  9-Dihydroerythromycin ethers as motilin agonists--developing structure-activity relationships for potency and safety.,  18  (21): [PMID:20869254] [10.1016/j.bmc.2010.08.035]

3. 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