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

ID: ALA4466821

PubChem CID: 155531931

Max Phase: Preclinical

Molecular Formula: C19H32N4O7

Molecular Weight: 428.49

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](CNCc2ccccc2O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C19H32N4O7/c20-9-5-10(21)18(17(28)14(9)25)30-19-13(22)16(27)15(26)12(29-19)7-23-6-8-3-1-2-4-11(8)24/h1-4,9-10,12-19,23-28H,5-7,20-22H2/t9-,10+,12-,13-,14+,15-,16-,17-,18-,19-/m1/s1

Standard InChI Key:  MNTVMBWRNFIYLC-PGDJHFJRSA-N

Molfile:  

 
     RDKit          2D

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   28.4262  -21.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4538  -22.1546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7865  -19.6391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   26.3150  -21.8094    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.1617  -21.4569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2185  -18.5274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1985  -17.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8960  -17.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6102  -17.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3072  -17.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2876  -16.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5652  -16.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8711  -16.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6292  -18.4929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 20 23  1  0
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 25 26  2  0
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 30 25  1  0
 26 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4466821

   ---

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: 428.49

Molecular Weight (Monoisotopic): 428.2271

AlogP: -3.58

#Rotatable Bonds: 6

Polar Surface Area: 209.70

Molecular Species: BASE

HBA: 11

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.59

CX Basic pKa: 9.29

CX LogP: -4.52

CX LogD: -7.60

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.22

Np Likeness Score: 1.13

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