ID: ALA572996

Max Phase: Preclinical

Molecular Formula: C42H78N2O14

Molecular Weight: 835.09

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

Standard InChI:  InChI=1S/C42H78N2O14/c1-16-29-42(12,51)35(47)24(6)33(53-20-30(45)43-13)22(4)18-40(10,50)37(58-39-32(46)28(17-23(5)54-39)44(14)21(2)3)25(7)34(26(8)38(49)56-29)57-31-19-41(11,52-15)36(48)27(9)55-31/h21-29,31-37,39,46-48,50-51H,16-20H2,1-15H3,(H,43,45)/t22-,23-,24+,25+,26-,27+,28+,29-,31+,32-,33+,34+,35-,36+,37-,39+,40-,41-,42-/m1/s1

Standard InChI Key:  GYGBXZDZUKQHJD-NNGMSXMZSA-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: 835.09

Molecular Weight (Monoisotopic): 834.5453

AlogP: 2.13

#Rotatable Bonds: 11

Polar Surface Area: 215.17

Molecular Species: BASE

HBA: 15

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.46

CX Basic pKa: 9.63

CX LogP: 2.23

CX LogD: 0.01

Aromatic Rings: 0

Heavy Atoms: 58

QED Weighted: 0.16

Np Likeness Score: 1.32

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