(2R,3S,4R,5R,6S)-5-amino-6-(((1R,2R,3S,4R,6S)-4,6-diamino-2-(((2S,3S,4R,5R)-3,4-dihydroxy-5-(((2-hydroxyethyl)amino)methyl)tetrahydrofuran-2-yl)oxy)-3-hydroxy cyclohexyl)oxy)-2-((R)-1-hydroxyethyl)tetrahydro-2H-pyran-3,4-diol

ID: ALA5273352

Chembl Id: CHEMBL5273352

Max Phase: Preclinical

Molecular Formula: C20H40N4O11

Molecular Weight: 512.56

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](CNCCO)[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/C20H40N4O11/c1-6(26)16-14(30)13(29)10(23)19(33-16)34-17-8(22)4-7(21)11(27)18(17)35-20-15(31)12(28)9(32-20)5-24-2-3-25/h6-20,24-31H,2-5,21-23H2,1H3/t6-,7-,8+,9-,10-,11+,12-,13-,14+,15-,16-,17-,18-,19-,20+/m1/s1

Standard InChI Key:  HYIBBJNQVZQIKH-GBIAXBPOSA-N

Alternative Forms

1. Parent:

   

   ALA5273352

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 512.56

Molecular Weight (Monoisotopic): 512.2694

AlogP: -6.64

#Rotatable Bonds: 9

Polar Surface Area: 268.62

Molecular Species: BASE

HBA: 15

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.17

CX Basic pKa: 9.59

CX LogP: -6.27

CX LogD: -10.91

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.13

Np Likeness Score: 1.46

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

Source(1):

• Scientific Literature