(2S,4R,5R,8R,9S,10S,11R,12S)-5-ethyl-11-((2S,3R,4S,6R)-3-hydroxy-4-(isopropyl(methyl)amino)-6-methyltetrahydro-2H-pyran-2-yloxy)-9-((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yloxy)-4-methoxy-2,4,8,10,12,14-hexamethyl-6,15-dioxabicyclo[10.2.1]pentadec-1(14)-ene-3,7-dione

ID: ALA1778156

Cas Number: 154738-42-8

PubChem CID: 177964

Product Number: M611894, Order Now?

Max Phase: Preclinical

Molecular Formula: C40H69NO12

Molecular Weight: 755.99

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

This product is currently unavailable

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)C(C)C)[C@H]2O)[C@]2(C)CC(C)=C(O2)[C@H](C)C(=O)[C@]1(C)OC

Standard InChI: InChI=1S/C40H69NO12/c1-16-28-40(12,47-15)33(43)23(6)31-21(4)18-39(11,53-31)35(52-37-30(42)27(17-22(5)48-37)41(13)20(2)3)24(7)32(25(8)36(45)50-28)51-29-19-38(10,46-14)34(44)26(9)49-29/h20,22-30,32,34-35,37,42,44H,16-19H2,1-15H3/t22-,23+,24+,25-,26+,27+,28-,29+,30-,32+,34+,35-,37+,38-,39+,40-/m1/s1

Standard InChI Key: BELMMAAWNYFCGF-AQBNEDITSA-N

Molfile:

     RDKit          2D

 55 58  0  0  0  0  0  0  0  0999 V2000
   13.9083   -2.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7625   -3.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3250   -3.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6125   -1.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0458   -4.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9375   -1.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4708   -2.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7500   -2.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3250   -0.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3250   -2.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3250   -1.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1833   -2.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2375   -6.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6625   -1.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4875   -4.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2125   -5.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6125   -2.8458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7750   -5.2833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6125   -2.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5333   -6.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4625   -4.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8083   -6.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3625   -1.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6958   -0.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6208   -4.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3375   -2.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2375   -1.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0375   -1.5583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2500   -6.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0500   -4.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0375   -2.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6125    0.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9375   -5.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9000   -2.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1000   -6.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9958    0.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4250    0.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0375   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9750   -7.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2000   -4.4333    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9000   -3.2250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1245   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1850   -2.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8978   -1.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5125   -0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3375   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5943    0.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9250    0.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2599    0.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9237    1.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1292   -0.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3958   -0.7583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6792   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5530   -7.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4540    0.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 17  1  1  0
 18 15  1  0
 19 10  1  0
 20 22  1  0
  2 21  1  6
 22 18  1  0
 23 26  1  0
 14 24  1  1
 25  3  2  0
 26 17  1  0
  6 27  1  6
 11 28  2  0
 13 29  1  1
  5 30  1  1
  8 31  1  6
  9 32  1  1
 33 13  1  0
 19 34  1  6
 22 35  1  6
 36 24  1  0
 37 24  1  0
 26 38  1  1
 39 29  1  0
 15 40  1  6
  1 41  1  6
 23 14  1  0
  4 19  1  0
 20 13  1  0
 37 42  1  0
  2  8  1  0
 34 43  1  0
  3  5  1  0
  4 44  1  6
 45 46  1  0
  4 11  1  0
  5  2  1  0
  6  1  1  0
  7 12  1  6
  8  7  1  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 49 45  1  0
 10  3  1  0
 48 50  1  0
  9 49  1  0
  7 46  1  0
 11  9  1  0
 46 51  1  6
 12  1  1  0
  4 52  1  1
 13 16  1  0
 52 53  1  0
 14  6  1  0
 20 54  1  1
 15 21  1  0
 37 55  1  0
M  END

Natural Product: Yes	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

Natural Product: Yes

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: 755.99	Molecular Weight (Monoisotopic): 755.4820	AlogP: 4.53	#Rotatable Bonds: 9
Polar Surface Area: 151.68	Molecular Species: BASE	HBA: 13	HBD: 2
#RO5 Violations: 2	HBA (Lipinski): 13	HBD (Lipinski): 2	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 12.63	CX Basic pKa: 9.63	CX LogP: 4.90	CX LogD: 2.68
Aromatic Rings: ┄	Heavy Atoms: 53	QED Weighted: 0.32	Np Likeness Score: 1.58

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]
2. Bornot A, Bauer U, Brown A, Firth M, Hellawell C, Engkvist O.. (2013) Systematic exploration of dual-acting modulators from a combined medicinal chemistry and biology perspective., 56 (3): [PMID:23281966] [10.1021/jm301653f]

(2S,4R,5R,8R,9S,10S,11R,12S)-5-ethyl-11-((2S,3R,4S,6R)-3-hydroxy-4-(isopropyl(methyl)amino)-6-methyltetrahydro-2H-pyran-2-yloxy)-9-((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yloxy)-4-methoxy-2,4,8,10,12,14-hexamethyl-6,15-dioxabicyclo[10.2.1]pentadec-1(14)-ene-3,7-dione

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source