(2R)-2-[(2R,5S,6R)-6-[(1S,2S,3S,5R)-5-[(3S,5S,7R,9S,10S,12R,15R)-15-butanoyloxy-3-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydropyran-2-yl]-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.5(7).3(5)]pentadec-13-en-9-yl]-2-hydroxy-1,3-dimethyl-4-oxo-heptyl]-5-methyl-tetrahydropyran-2-yl]butanoic acid

ID: ALA4560591

PubChem CID: 101644297

Max Phase: Preclinical

Molecular Formula: C46H76O12

Molecular Weight: 821.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(=O)O[C@@H]1C=C[C@]2(O[C@H]([C@@H](CC)C(=O)[C@@H](C)[C@@H](O)[C@H](C)[C@@H]3O[C@@H]([C@@H](CC)C(=O)O)CC[C@@H]3C)[C@@H](C)C[C@H]2C)O[C@@]12CC[C@@](C)([C@H]1CC[C@](O)(CC)[C@H](C)O1)O2

Standard InChI:  InChI=1S/C46H76O12/c1-12-16-37(47)55-36-20-22-45(58-46(36)24-23-43(11,57-46)35-19-21-44(52,15-4)31(10)53-35)28(7)25-27(6)41(56-45)33(14-3)39(49)29(8)38(48)30(9)40-26(5)17-18-34(54-40)32(13-2)42(50)51/h20,22,26-36,38,40-41,48,52H,12-19,21,23-25H2,1-11H3,(H,50,51)/t26-,27-,28+,29-,30-,31-,32+,33-,34+,35+,36+,38+,40+,41-,43-,44+,45-,46-/m0/s1

Standard InChI Key:  WBWLJQYXLDJULX-OPTCXOTQSA-N

Molfile:  

 
     RDKit          2D

 62 66  0  0  0  0  0  0  0  0999 V2000
   25.2875  -13.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4662  -13.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8748  -14.6412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7432  -13.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4531  -13.9564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0639  -13.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7290  -12.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9138  -12.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3196  -13.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3154  -14.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0213  -14.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7358  -14.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0296  -13.1300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9080  -12.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9080  -13.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6133  -13.9459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3227  -12.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6133  -12.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8649  -13.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1148  -14.3666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9142  -14.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2151  -13.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4101  -12.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6961  -13.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1642  -15.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5796  -12.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0365  -12.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1950  -12.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1968  -13.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4442  -14.7844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4844  -13.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7731  -13.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1980  -14.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4867  -15.1861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9104  -15.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9116  -16.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6175  -14.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6199  -16.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6211  -17.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9134  -17.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9126  -18.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6191  -18.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3321  -18.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3346  -17.6389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2004  -16.4150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3311  -16.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2028  -17.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0432  -18.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7558  -18.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4668  -18.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7574  -17.6443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0416  -19.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3289  -20.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3278  -16.8185    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.2788  -14.1605    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.4373  -15.6057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7220  -16.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1456  -16.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1387  -16.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8471  -17.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9039  -14.3628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.3278  -19.2824    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  4  8  1  1
  9 10  1  1
  9 13  1  0
 10 11  2  0
 11 12  1  0
 12  4  1  0
  4 13  1  0
 14 15  1  0
 14 18  1  0
 15 16  1  0
 16  9  1  0
  9 17  1  0
 17 18  1  0
 19 20  1  0
 19 23  1  0
 20 21  1  0
 21  2  1  0
  2 22  1  0
 22 23  1  0
  6 19  1  0
  1 24  1  0
 21 25  1  6
  6 26  1  6
 17 27  1  1
 14 28  1  1
 15 29  1  0
 12 30  1  6
 29 31  1  6
 31 32  1  0
 29 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 35 37  1  1
 36 38  1  0
 38 39  1  0
 39 40  1  0
 39 44  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 36 45  1  6
 38 46  1  6
 40 47  1  6
 43 48  1  0
 48 49  1  0
 49 50  1  0
 49 51  2  0
 48 52  1  6
 52 53  1  0
 39 54  1  1
 19 55  1  6
 30 56  1  0
 56 57  2  0
 56 58  1  0
 58 59  1  0
 59 60  1  0
 15 61  1  1
 43 62  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4560591

   (2R)-2-[(2R,5S,6R)-6-[(2S,3S,4S,6R)-6-[(3S,5S,7R,9S,10S,12R,15R)-15-butanoyloxy-3-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-5-methyloxan-2-yl]b

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 821.10

Molecular Weight (Monoisotopic): 820.5337

AlogP: 7.54

#Rotatable Bonds: 15

Polar Surface Area: 167.28

Molecular Species: ACID

HBA: 11

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.45

CX Basic pKa: ┄

CX LogP: 9.10

CX LogD: 6.25

Aromatic Rings: ┄

Heavy Atoms: 58

QED Weighted: 0.11

Np Likeness Score: 2.07

References

1. Antoszczak M, Huczyński A..  (2019)  Salinomycin and its derivatives - A new class of multiple-targeted "magic bullets".,  176  [PMID:31103901] [10.1016/j.ejmech.2019.05.031]

Source

Source(1):

• Scientific Literature