(2R,3S,4R,5R,6S)-5-amino-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-2-{[(2S,3R,4S,5R)-5-({[(2S)-2,3-dihydroxypropyl]amino}methyl)-3,4-dihydroxyoxolan-2-yl]oxy}-3-hydroxycyclohexyl]oxy}-2-[(1R)-1-hydroxyethyl]oxane-3,4-diol

ID: ALA5272873

Chembl Id: CHEMBL5272873

Max Phase: Preclinical

Molecular Formula: C21H42N4O12

Molecular Weight: 542.58

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-AMQVZWTESA-N

Alternative Forms

1. Parent:

   

   ALA5272873

   ---

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: 542.58

Molecular Weight (Monoisotopic): 542.2799

AlogP: -7.28

#Rotatable Bonds: 10

Polar Surface Area: 288.85

Molecular Species: BASE

HBA: 16

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.16

CX Basic pKa: 9.59

CX LogP: -6.90

CX LogD: -11.29

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.12

Np 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

Source(1):

• Scientific Literature