4,4'-(((2R,3S,4R,5R,6R)-5-amino-6-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyloxy)-3,4-dihydroxytetrahydro-2H-pyran-2-yl)methylazanediyl)dibut-2-enal

ID: ALA4580827

PubChem CID: 155561482

Max Phase: Preclinical

Molecular Formula: C20H34N4O8

Molecular Weight: 458.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@H]1[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](N)C[C@@H]2N)O[C@H](CN(C/C=C/C=O)C/C=C/C=O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C20H34N4O8/c21-11-9-12(22)19(18(30)15(11)27)32-20-14(23)17(29)16(28)13(31-20)10-24(5-1-3-7-25)6-2-4-8-26/h1-4,7-8,11-20,27-30H,5-6,9-10,21-23H2/b3-1+,4-2+/t11-,12+,13-,14-,15+,16-,17-,18-,19-,20-/m1/s1

Standard InChI Key:  RUAAFOFIZFIDNE-LMDKXKMKSA-N

Molfile:  

 
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 32 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4580827

   ---

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: -4.26

#Rotatable Bonds: 10

Polar Surface Area: 214.82

Molecular Species: BASE

HBA: 12

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.66

CX Basic pKa: 9.15

CX LogP: -4.48

CX LogD: -7.48

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.12

Np Likeness Score: 1.35

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