ID: ALA2431714

Max Phase: Preclinical

Molecular Formula: C34H42N4O6

Molecular Weight: 602.73

Molecule Type: Small molecule

Representations

Canonical SMILES:  NC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](OCc3ccc4ccccc4c3)[C@H](N)C[C@@H]2N)[C@H](N)[C@@H](OCc2ccc3ccccc3c2)[C@@H]1O

Standard InChI:  InChI=1S/C34H42N4O6/c35-16-27-29(39)33(42-18-20-10-12-22-6-2-4-8-24(22)14-20)28(38)34(43-27)44-32-26(37)15-25(36)31(30(32)40)41-17-19-9-11-21-5-1-3-7-23(21)13-19/h1-14,25-34,39-40H,15-18,35-38H2/t25-,26+,27-,28-,29-,30-,31+,32-,33-,34-/m1/s1

Standard InChI Key:  SGJGPYIXRJKGAL-MRUDNGBMSA-N

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

Properties

Molecular Weight: 602.73

Molecular Weight (Monoisotopic): 602.3104

AlogP: 1.64

#Rotatable Bonds: 9

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: 1.42

CX LogD: -3.29

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.16

Np Likeness Score: 0.79

References

1. Zimmermann L, Bussière A, Ouberai M, Baussanne I, Jolivalt C, Mingeot-Leclercq MP, Décout JL..  (2013)  Tuning the antibacterial activity of amphiphilic neamine derivatives and comparison to paromamine homologues.,  56  (19): [PMID:24083676] [10.1021/jm401148j]

2. Zimmermann L, Das I, Désiré J, Sautrey G, Barros R S V, El Khoury M, Mingeot-Leclercq MP, Décout JL..  (2016)  New Broad-Spectrum Antibacterial Amphiphilic Aminoglycosides Active against Resistant Bacteria: From Neamine Derivatives to Smaller Neosamine Analogues.,  59  (20): [PMID:27690420] [10.1021/acs.jmedchem.6b00818]

3. 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