(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-((S)-1-((2-hydroxyethyl)amino)ethyl)tetrahydrofuran-2-yl)oxy)-3-hydroxycyclohexyl)oxy)-2-((R)-1-hydroxyethyl)tetrahydro-2H-pyran-3,4-diol

ID: ALA5279472

Chembl Id: CHEMBL5279472

Max Phase: Preclinical

Molecular Formula: C21H42N4O11

Molecular Weight: 526.58

Names and Identifiers

Canonical SMILES:  C[C@H](NCCO)[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](N)C[C@H](N)[C@H]2O[C@H]2O[C@H]([C@@H](C)O)[C@@H](O)[C@H](O)[C@H]2N)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C21H42N4O11/c1-6(25-3-4-26)16-14(31)15(32)21(33-16)36-19-11(28)8(22)5-9(23)18(19)35-20-10(24)12(29)13(30)17(34-20)7(2)27/h6-21,25-32H,3-5,22-24H2,1-2H3/t6-,7+,8+,9-,10+,11-,12+,13-,14-,15+,16+,17+,18+,19+,20+,21-/m0/s1

Standard InChI Key:  UDUTVJDVKHKWKE-CSSBUOOUSA-N

Alternative Forms

1. Parent:

   

   ALA5279472

   ---

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: 526.58

Molecular Weight (Monoisotopic): 526.2850

AlogP: -6.25

#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: -5.85

CX LogD: -10.57

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.13

Np Likeness Score: 1.21

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