(2R,3S,4R,5R,6R)-5-amino-6-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyloxy)-2-((4-hydroxy-3-methoxybenzylamino)methyl)tetrahydro-2H-pyran-3,4-diol

ID: ALA4483318

PubChem CID: 155540732

Max Phase: Preclinical

Molecular Formula: C20H34N4O8

Molecular Weight: 458.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(CNC[C@H]2O[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](N)C[C@@H]3N)[C@H](N)[C@@H](O)[C@@H]2O)ccc1O

Standard InChI:  InChI=1S/C20H34N4O8/c1-30-12-4-8(2-3-11(12)25)6-24-7-13-16(27)17(28)14(23)20(31-13)32-19-10(22)5-9(21)15(26)18(19)29/h2-4,9-10,13-20,24-29H,5-7,21-23H2,1H3/t9-,10+,13-,14-,15+,16-,17-,18-,19-,20-/m1/s1

Standard InChI Key:  XVXHNDCLUVFPKC-HIXSZLLXSA-N

Molfile:  

 
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 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483318

   ---

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: 458.51

Molecular Weight (Monoisotopic): 458.2377

AlogP: -3.57

#Rotatable Bonds: 7

Polar Surface Area: 218.93

Molecular Species: BASE

HBA: 12

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.93

CX Basic pKa: 9.08

CX LogP: -4.01

CX LogD: -7.29

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.19

Np Likeness Score: 1.16

References

1. Simon B, Walmsley C, Jackson VJ, Garvey EP, Slater MJ, Berrisford DJ, Gardiner JM..  (2019)  Evaluation of neomycin analogues for HIV-1 RRE RNA recognition identifies enhanced activity simplified neamine analogues.,  29  (2): [PMID:30477891] [10.1016/j.bmcl.2018.11.004]

Source

Source(1):

• Scientific Literature