benzotriazol-1-yl(2R)-2-[(2R,5S,6R)-6-[(1S,2S,3S,5R)-5-[(3S,5S,7R,9S,10S,12R,15R)-3-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydropyran-2-yl]-15-hydroxy-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: ALA2207532

PubChem CID: 71457838

Max Phase: Preclinical

Molecular Formula: C48H73N3O11

Molecular Weight: 868.12

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@H](C(=O)[C@@H](C)[C@@H](O)[C@H](C)[C@@H]1O[C@@H]([C@@H](CC)C(=O)On2nnc3ccccc32)CC[C@@H]1C)[C@H]1O[C@]2(C=C[C@@H](O)[C@]3(CC[C@@](C)([C@H]4CC[C@](O)(CC)[C@H](C)O4)O3)O2)[C@H](C)C[C@@H]1C

Standard InChI:  InChI=1S/C48H73N3O11/c1-11-33(44(55)60-51-36-17-15-14-16-35(36)49-50-51)37-19-18-27(4)42(58-37)31(8)40(53)30(7)41(54)34(12-2)43-28(5)26-29(6)47(59-43)23-20-38(52)48(62-47)25-24-45(10,61-48)39-21-22-46(56,13-3)32(9)57-39/h14-17,20,23,27-34,37-40,42-43,52-53,56H,11-13,18-19,21-22,24-26H2,1-10H3/t27-,28-,29+,30-,31-,32-,33+,34-,37+,38+,39+,40+,42+,43-,45-,46+,47-,48-/m0/s1

Standard InChI Key:  UUVFVMHUFYIKOU-OWPDYIMASA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2207532

   benzotriazol-1-yl (2R)-2-[(2R,5S,6R)-6-[(2S,3S,4S,6R)-6-[(3S,5S,7R,9S,10S,12R,15R)-3-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-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-met

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

Calculated Properties

Molecular Weight: 868.12

Molecular Weight (Monoisotopic): 867.5245

AlogP: 6.50

#Rotatable Bonds: 13

Polar Surface Area: 180.92

Molecular Species: NEUTRAL

HBA: 14

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.79

CX Basic pKa: ┄

CX LogP: 8.51

CX LogD: 8.51

Aromatic Rings: 2

Heavy Atoms: 62

QED Weighted: 0.15

Np Likeness Score: 1.49

References

1. Huczyński A, Janczak J, Antoszczak M, Wietrzyk J, Maj E, Brzezinski B..  (2012)  Antiproliferative activity of salinomycin and its derivatives.,  22  (23): [PMID:23079523] [10.1016/j.bmcl.2012.09.068]

2. 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