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

ID: ALA5289990

Chembl Id: CHEMBL5289990

Max Phase: Preclinical

Molecular Formula: C23H46N4O12

Molecular Weight: 570.64

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]([C@H](C)N(CCO)CCO)[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/C23H46N4O12/c1-8(27(3-5-28)4-6-29)18-16(34)17(35)23(36-18)39-21-13(31)10(24)7-11(25)20(21)38-22-12(26)14(32)15(33)19(37-22)9(2)30/h8-23,28-35H,3-7,24-26H2,1-2H3/t8-,9+,10+,11-,12+,13-,14+,15-,16-,17+,18+,19+,20+,21+,22+,23-/m0/s1

Standard InChI Key:  FHMAIIDRXBFJIN-WQLBOCRTSA-N

Alternative Forms

1. Parent:

   

   ALA5289990

   ---

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: 570.64

Molecular Weight (Monoisotopic): 570.3112

AlogP: -6.55

#Rotatable Bonds: 11

Polar Surface Area: 280.06

Molecular Species: BASE

HBA: 16

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.60

CX Basic pKa: 14.55

CX LogP: -6.16

CX LogD: -10.18

Aromatic Rings: ┄

Heavy Atoms: 39

QED Weighted: 0.11

Np Likeness Score: 0.97

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