(2S,3R,4S,5S,6R)-2-(((1R,2R,3S,4R,6S)-4,6-diamino-2-(((2S,3R,4S,5R)-5-((S)-1-aminoethyl)-3,4-dihydroxytetrahydrofuran-2-yl)oxy)-3-hydroxycyclohexyl)oxy)-6-((R)-1,2-dihydroxyethyl)tetrahydro-2Hpyran-3,4,5-triol

ID: ALA4873586

PubChem CID: 164623928

Max Phase: Preclinical

Molecular Formula: C19H37N3O12

Molecular Weight: 499.51

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H37N3O12/c1-4(20)14-11(28)13(30)19(31-14)34-17-8(25)5(21)2-6(22)15(17)32-18-12(29)9(26)10(27)16(33-18)7(24)3-23/h4-19,23-30H,2-3,20-22H2,1H3/t4-,5+,6-,7+,8-,9-,10-,11-,12+,13+,14+,15+,16+,17+,18-,19-/m0/s1

Standard InChI Key:  FWIWBUVDMSCWQW-DUOKQOJSSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4873586

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 499.51

Molecular Weight (Monoisotopic): 499.2377

AlogP: -6.87

#Rotatable Bonds: 7

Polar Surface Area: 276.82

Molecular Species: BASE

HBA: 15

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.92

CX Basic pKa: 9.70

CX LogP: -6.54

CX LogD: -10.82

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.16

Np Likeness Score: 1.53

References

1. Popadynec M, Baradaran-Heravi A, Alford B, Cameron SA, Clinch K, Mason JM, Rendle PM, Zubkova OV, Gan Z, Liu H, Rebollo O, Whitfield DM, Yan F, Roberge M, Powell DA..  (2021)  Reducing the Toxicity of Designer Aminoglycosides as Nonsense Mutation Readthrough Agents for Therapeutic Targets.,  12  (9.0): [PMID:34531957] [10.1021/acsmedchemlett.1c00349]

Source

Source(1):

• Scientific Literature