Your company account is blocked and you cannot place orders. If you have questions, please contact your company administrator.

(2R,3S,4R,5R,6S)-5-amino-6-(((1R,2R,3S,4R,6S)-4,6-diamino-2-(((2S,3S,4R,5R)-5-((((S)-2,3-dihydroxypropyl)amino)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)oxy)-3-hydroxycyclohexyl)oxy)-2-((R)-1-hydroxyethyl)tetrahydro-2H-pyran-3,4-diol

ID: ALA5291277

Max Phase: Preclinical

Molecular Formula: C21H42N4O12

Molecular Weight: 542.58

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@H]1O[C@H](O[C@H]2[C@H](O[C@@H]3O[C@H](CNC[C@@H](O)CO)[C@@H](O)[C@H]3O)[C@@H](O)[C@H](N)C[C@@H]2N)[C@H](N)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C21H42N4O12/c1-6(27)17-15(32)14(31)11(24)20(35-17)36-18-9(23)2-8(22)12(29)19(18)37-21-16(33)13(30)10(34-21)4-25-3-7(28)5-26/h6-21,25-33H,2-5,22-24H2,1H3/t6-,7-,8-,9+,10-,11-,12+,13-,14-,15+,16-,17-,18-,19-,20-,21+/m1/s1

Standard InChI Key:  QRDMZRCZYKPTLI-UERROVCWSA-N

Molfile:  

 
     RDKit          2D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -1.7857    2.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0712    3.3183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    2.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    2.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0712    1.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7857    2.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    3.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2141    2.9057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    4.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    1.6684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0712    0.8436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573    1.6684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573    3.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    2.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7857    3.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    2.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7857    1.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7857    4.1428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2141    1.6687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7857    0.8440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    1.2845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4457    0.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581   -0.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2871   -0.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4469   -0.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    0.3919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6827   -0.1438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004   -1.5588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1612   -0.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1612   -1.6688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7857    3.7304    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    3.7304    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2749    2.2945    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8754   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8754   -2.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5896   -3.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1612   -3.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5896   -4.1428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  1  6  1  0
  6  5  1  0
  1  7  1  0
  7  8  1  6
  7  9  1  0
  6 10  1  6
  5 11  1  1
  4 12  1  6
  3 13  1  6
 14 13  1  0
 15 14  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 14 19  1  0
 15 20  1  1
 17 21  1  1
 18 22  1  6
 19 23  1  0
 24 23  1  1
 25 24  1  0
 25 26  1  0
 26 27  1  0
 28 27  1  0
 24 28  1  0
 25 29  1  6
 26 30  1  6
 27 31  1  1
 31 32  1  0
  1 33  1  6
 14 34  1  1
 19 35  1  6
 32 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  1  1
 38 40  1  0
M  END

Alternative Forms

  1. Parent:

    ALA5291277

    ---

Associated Targets(Human)

Premature termination codon (106 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DNA (609 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Calculated Properties

Molecular Weight: 542.58Molecular Weight (Monoisotopic): 542.2799AlogP: -7.28#Rotatable Bonds: 10
Polar Surface Area: 288.85Molecular Species: BASEHBA: 16HBD: 12
#RO5 Violations: 3HBA (Lipinski): 16HBD (Lipinski): 15#RO5 Violations (Lipinski): 3
CX Acidic pKa: 12.16CX Basic pKa: 9.59CX LogP: -6.90CX LogD: -11.29
Aromatic Rings: Heavy Atoms: 37QED Weighted: 0.12Np Likeness Score: 1.39

References

1. Guchhait S, Khononov A, Pieńko T, Belakhov V, Baasov T..  (2023)  Balancing Nonsense Mutation Readthrough and Toxicity of Designer Aminoglycosides for Treatment of Genetic Diseases.,  14  (6): [PMID:37312846] [10.1021/acsmedchemlett.3c00089]

Source