3'-O-[4-(1-pyrenyl)butyl]-6-O-heptyl neamine

ID: ALA4279652

Chembl Id: CHEMBL4279652

PubChem CID: 145979189

Max Phase: Preclinical

Molecular Formula: C39H56N4O6

Molecular Weight: 676.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCO[C@@H]1[C@@H](O)[C@H](O[C@H]2O[C@H](CN)[C@@H](O)[C@H](OCCCCc3cc4ccc5cccc6ccc(c3)c4c56)[C@H]2N)[C@@H](N)C[C@H]1N

Standard InChI:  InChI=1S/C39H56N4O6/c1-2-3-4-5-7-17-46-36-28(41)21-29(42)37(35(36)45)49-39-33(43)38(34(44)30(22-40)48-39)47-18-8-6-10-23-19-26-15-13-24-11-9-12-25-14-16-27(20-23)32(26)31(24)25/h9,11-16,19-20,28-30,33-39,44-45H,2-8,10,17-18,21-22,40-43H2,1H3/t28-,29+,30-,33-,34-,35-,36+,37-,38-,39-/m1/s1

Standard InChI Key:  ZVTSAQMALSCHRH-UTEYXLGRSA-N

Alternative Forms

1. Parent:

   

   ALA4279652

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 676.90

Molecular Weight (Monoisotopic): 676.4200

AlogP: 3.82

#Rotatable Bonds: 16

Polar Surface Area: 181.46

Molecular Species: BASE

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.81

CX Basic pKa: 9.54

CX LogP: 3.87

CX LogD: -0.85

Aromatic Rings: 4

Heavy Atoms: 49

QED Weighted: 0.08

Np Likeness Score: 0.91

References

1. Zimmermann L, Kempf J, Briée F, Swain J, Mingeot-Leclercq MP, Décout JL..  (2018)  Broad-spectrum antibacterial amphiphilic aminoglycosides: A new focus on the structure of the lipophilic groups extends the series of active dialkyl neamines.,  157  [PMID:30282323] [10.1016/j.ejmech.2018.08.022]

Source

Source(1):

• Scientific Literature