ID: ALA584551

Max Phase: Preclinical

Molecular Formula: C43H80N2O14

Molecular Weight: 849.11

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

Standard InChI:  InChI=1S/C43H80N2O14/c1-17-30-43(12,52)36(48)25(6)34(54-21-31(46)44(13)14)23(4)19-41(10,51)38(59-40-33(47)29(18-24(5)55-40)45(15)22(2)3)26(7)35(27(8)39(50)57-30)58-32-20-42(11,53-16)37(49)28(9)56-32/h22-30,32-38,40,47-49,51-52H,17-21H2,1-16H3/t23-,24-,25+,26+,27-,28+,29+,30-,32+,33-,34+,35+,36-,37+,38-,40+,41-,42-,43-/m1/s1

Standard InChI Key:  WBODNLRHFZFZRL-AVEHHPFBSA-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: 849.11

Molecular Weight (Monoisotopic): 848.5610

AlogP: 2.47

#Rotatable Bonds: 11

Polar Surface Area: 206.38

Molecular Species: BASE

HBA: 15

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.46

CX Basic pKa: 9.63

CX LogP: 2.45

CX LogD: 0.24

Aromatic Rings: 0

Heavy Atoms: 59

QED Weighted: 0.19

Np Likeness Score: 1.30

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, 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