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

ID: ALA4560686

PubChem CID: 155558307

Max Phase: Preclinical

Molecular Formula: C27H48N4O7

Molecular Weight: 540.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cc(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)cc(C(C)(C)C)c1O

Standard InChI:  InChI=1S/C27H48N4O7/c1-26(2,3)13-7-12(8-14(19(13)32)27(4,5)6)10-31-11-17-21(34)22(35)18(30)25(37-17)38-24-16(29)9-15(28)20(33)23(24)36/h7-8,15-18,20-25,31-36H,9-11,28-30H2,1-6H3/t15-,16+,17-,18-,20+,21-,22-,23-,24-,25-/m1/s1

Standard InChI Key:  AUMXJRLOPHWCTQ-LOUWDOOJSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4560686

   ---

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: 540.70

Molecular Weight (Monoisotopic): 540.3523

AlogP: -0.98

#Rotatable Bonds: 6

Polar Surface Area: 209.70

Molecular Species: BASE

HBA: 11

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.73

CX Basic pKa: 9.14

CX LogP: -0.51

CX LogD: -4.18

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.21

Np Likeness Score: 0.87

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