(2R,3R,4R,5R,6R)-5-amino-2-(aminomethyl)-6-((1R,2R,3S,4R,6S)-4,6-diamino-3-(heptyloxy)-2-hydroxycyclohexyloxy)-4-(heptyloxy)tetrahydro-2H-pyran-3-ol

ID: ALA4278802

Chembl Id: CHEMBL4278802

PubChem CID: 145979605

Max Phase: Preclinical

Molecular Formula: C26H54N4O6

Molecular Weight: 518.74

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H54N4O6/c1-3-5-7-9-11-13-33-23-17(28)15-18(29)24(22(23)32)36-26-20(30)25(21(31)19(16-27)35-26)34-14-12-10-8-6-4-2/h17-26,31-32H,3-16,27-30H2,1-2H3/t17-,18+,19-,20-,21-,22-,23+,24-,25-,26-/m1/s1

Standard InChI Key:  OTGLRSUGHXOOFS-JQGYJCLESA-N

Alternative Forms

1. Parent:

   

   ALA4278802

   ---

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: 518.74

Molecular Weight (Monoisotopic): 518.4043

AlogP: 0.87

#Rotatable Bonds: 17

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: 1.31

CX LogD: -3.40

Aromatic Rings: 0

Heavy Atoms: 36

QED Weighted: 0.15

Np Likeness Score: 1.15

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