ID: ALA584550

Max Phase: Preclinical

Molecular Formula: C41H76N2O14

Molecular Weight: 821.06

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

Standard InChI:  InChI=1S/C41H76N2O14/c1-15-28-41(12,50)34(46)23(6)32(52-19-29(42)44)21(4)17-39(10,49)36(57-38-31(45)27(16-22(5)53-38)43(13)20(2)3)24(7)33(25(8)37(48)55-28)56-30-18-40(11,51-14)35(47)26(9)54-30/h20-28,30-36,38,45-47,49-50H,15-19H2,1-14H3,(H2,42,44)/t21-,22-,23+,24+,25-,26+,27+,28-,30+,31-,32+,33+,34-,35+,36-,38+,39-,40-,41-/m1/s1

Standard InChI Key:  GZHOJHFTKMXQGH-OLKBRDBOSA-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: 821.06

Molecular Weight (Monoisotopic): 820.5297

AlogP: 1.87

#Rotatable Bonds: 11

Polar Surface Area: 229.16

Molecular Species: BASE

HBA: 15

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.46

CX Basic pKa: 9.63

CX LogP: 2.01

CX LogD: -0.21

Aromatic Rings: 0

Heavy Atoms: 57

QED Weighted: 0.16

Np Likeness Score: 1.41

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