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

ID: ALA4460433

PubChem CID: 155527954

Max Phase: Preclinical

Molecular Formula: C21H34N4O6

Molecular Weight: 438.53

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](CNC/C=C/c2ccccc2)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C21H34N4O6/c22-12-9-13(23)20(19(29)16(12)26)31-21-15(24)18(28)17(27)14(30-21)10-25-8-4-7-11-5-2-1-3-6-11/h1-7,12-21,25-29H,8-10,22-24H2/b7-4+/t12-,13+,14-,15-,16+,17-,18-,19-,20-,21-/m1/s1

Standard InChI Key:  CAKMUVKRDJODMZ-MYYOWIPTSA-N

Molfile:  

 
     RDKit          2D

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   14.7227   -8.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.4010   -7.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4460433

   ---

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: 438.53

Molecular Weight (Monoisotopic): 438.2478

AlogP: -2.77

#Rotatable Bonds: 7

Polar Surface Area: 189.47

Molecular Species: BASE

HBA: 10

HBD: 8

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.66

CX Basic pKa: 9.15

CX LogP: -2.52

CX LogD: -6.36

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.21

Np Likeness Score: 1.22

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