sodium (2R)-2-[(2R,5S,6R)-6-[(1S,2S,3S,5R)-5-[(3S,5S,7R,9S,10S,12R,15R)-15-ethoxycarbonyloxy-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]butanoate

ID: ALA4548666

PubChem CID: 72736940

Max Phase: Preclinical

Molecular Formula: C45H73NaO13

Molecular Weight: 823.07

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=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.[Na+]

Standard InChI:  InChI=1S/C45H74O13.Na/c1-12-31(40(48)49)33-17-16-25(5)38(54-33)29(9)36(46)28(8)37(47)32(13-2)39-26(6)24-27(7)44(56-39)21-19-35(55-41(50)52-15-4)45(58-44)23-22-42(11,57-45)34-18-20-43(51,14-3)30(10)53-34;/h19,21,25-36,38-39,46,51H,12-18,20,22-24H2,1-11H3,(H,48,49);/q;+1/p-1/t25-,26-,27+,28-,29-,30-,31+,32-,33+,34+,35+,36+,38+,39-,42-,43+,44-,45-;/m0./s1

Standard InChI Key:  MSSYINPPEPXIPK-LLIYCZORSA-M

Molfile:  

     RDKit          2D

 63 66  0  0  0  0  0  0  0  0999 V2000
   28.5227  -16.0297    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
   20.2934  -15.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5644  -16.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5685  -15.5824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0056  -14.7826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3000  -14.7452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4426  -13.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0140  -13.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6061  -17.2318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2917  -13.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7262  -13.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1549  -13.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5794  -13.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8313  -17.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8671  -13.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3943  -17.4818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0165  -15.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0165  -15.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0014  -15.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7287  -16.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1066  -17.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3058  -13.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5811  -14.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9931  -16.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6445  -18.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6696  -17.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2809  -16.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5894  -13.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7647  -16.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4426  -14.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3148  -16.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0040  -13.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7287  -14.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7371  -17.2069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3443  -19.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0816  -18.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7162  -13.9163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8755  -14.7660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4493  -15.9698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6195  -19.5311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2683  -17.6525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7179  -12.7166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1424  -12.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5752  -12.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3042  -16.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3937  -18.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9322  -18.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3267  -12.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7688  -14.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9447  -17.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9998  -12.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4301  -12.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3042  -17.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2075  -18.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7179  -14.3702    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.3000  -15.5574    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.0191  -17.1069    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.5752  -14.3203    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.9762  -18.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9638  -18.9003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6966  -17.6741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6717  -19.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6592  -20.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4  2  1  0
  2  5  1  1
  6 10  1  0
  7 11  1  0
  8  5  1  0
  3  9  1  1
 10 13  1  0
 11  8  1  0
 12  7  1  0
 13 15  1  0
 14  9  1  0
 15 12  1  0
 16 21  1  0
 17  6  1  0
 18 17  1  0
 19  2  1  0
 20 18  1  0
 21 14  1  0
 22 28  1  0
 23  2  1  0
 24 19  2  0
 25 35  1  0
 26 16  1  0
 27 24  1  0
 28 23  1  0
 29  3  1  0
 30  7  2  0
 31 29  1  0
 32 10  1  0
 33 37  1  0
 34 20  2  0
 35 36  1  0
 36 21  1  0
 37 32  1  0
 15 38  1  6
 39 20  1  0
 25 40  1  1
 27 41  1  1
 11 42  1  1
 12 43  1  1
 13 44  1  6
 18 45  1  6
 14 46  1  1
 47 25  1  0
 22 48  1  6
 23 49  1  6
 26 50  1  6
 32 51  1  1
 52 42  1  0
 53 45  1  0
 54 47  1  0
  8 55  1  6
 17 56  1  1
 21 57  1  6
 10 58  1  6
  8 22  1  0
  3 27  1  0
 31 14  1  0
 26 25  1  0
 17 33  1  0
 41 59  1  0
 59 60  1  0
 59 61  2  0
 60 62  1  0
 62 63  1  0
M  CHG  2   1   1  39  -1
M  END

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: 823.07

Molecular Weight (Monoisotopic): 822.5129

AlogP: 7.37

#Rotatable Bonds: 14

Polar Surface Area: 176.51

Molecular Species: ACID

HBA: 12

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.45

CX Basic pKa: ┄

CX LogP: 8.93

CX LogD: 6.08

Aromatic Rings: ┄

Heavy Atoms: 58

QED Weighted: 0.12

Np Likeness Score: 1.95

References

1. Antoszczak M..  (2019)  A comprehensive review of salinomycin derivatives as potent anticancer and anti-CSCs agents.,  166  [PMID:30684870] [10.1016/j.ejmech.2019.01.034]

Source

Source(1):

• Scientific Literature