(2R,3S,4S,5R)-2-(aminomethyl)-6-((1R,2R,3S,4R,6S)-4,6-diamino-3-((3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-2-((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yloxy)cyclohexyloxy)tetrahydro-2H-pyran-3,4,5-triol

ID: ALA4575515

PubChem CID: 155563698

Max Phase: Preclinical

Molecular Formula: C24H46N4O14

Molecular Weight: 614.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@H](O[C@H]2[C@H](C[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H](N)C[C@@H]2N)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C24H46N4O14/c25-3-10-16(33)19(36)20(37)24(39-10)42-22-6(1-9-15(32)17(34)12(5-30)38-9)21(7(26)2-8(22)27)41-23-18(35)13(28)14(31)11(4-29)40-23/h6-24,29-37H,1-5,25-28H2/t6-,7-,8+,9+,10-,11-,12-,13+,14-,15+,16-,17-,18-,19+,20-,21-,22+,23-,24-/m1/s1

Standard InChI Key:  KMOZQVLFSCXHPT-POJCVPSXSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4575515

   ---

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: 614.65

Molecular Weight (Monoisotopic): 614.3011

AlogP: -8.16

#Rotatable Bonds: 9

Polar Surface Area: 332.30

Molecular Species: BASE

HBA: 18

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 17

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.85

CX Basic pKa: 14.54

CX LogP: -8.24

CX LogD: -13.97

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.11

Np Likeness Score: 1.41

References

1. Herzog IM, Louzoun Zada S, Fridman M..  (2016)  Effects of 5-O-Ribosylation of Aminoglycosides on Antimicrobial Activity and Selective Perturbation of Bacterial Translation.,  59  (17): [PMID:27509271] [10.1021/acs.jmedchem.6b00793]

Source

Source(1):

• Scientific Literature