(2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-((1R,2S,3S,4R,6S)-4,6-diamino-3-((2R,3R,4R,5S,6R)-4-amino-3-hydroxy-6-methyl-5-(octyloxy)tetrahydro-2H-pyran-2-yloxy)-2-hydroxycyclohexyloxy)tetrahydro-2H-pyran-3,4-diol

ID: ALA3589945

Chembl Id: CHEMBL3589945

PubChem CID: 122181230

Max Phase: Preclinical

Molecular Formula: C26H53N5O9

Molecular Weight: 579.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCO[C@H]1[C@H](N)[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@@H](N)C[C@H]2N)O[C@@H]1C

Standard InChI:  InChI=1S/C26H53N5O9/c1-3-4-5-6-7-8-9-36-22-12(2)37-26(20(34)16(22)30)40-24-14(29)10-13(28)23(21(24)35)39-25-17(31)19(33)18(32)15(11-27)38-25/h12-26,32-35H,3-11,27-31H2,1-2H3/t12-,13+,14-,15-,16-,17-,18-,19-,20-,21+,22-,23-,24+,25-,26-/m1/s1

Standard InChI Key:  CKBUEBQRZMGSQF-DUKZXXTPSA-N

Alternative Forms

1. Parent:

   

   ALA3589945

   ---

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: 579.74

Molecular Weight (Monoisotopic): 579.3843

AlogP: -2.91

#Rotatable Bonds: 13

Polar Surface Area: 257.17

Molecular Species: BASE

HBA: 14

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.43

CX Basic pKa: 9.51

CX LogP: -2.38

CX LogD: -8.50

Aromatic Rings: 0

Heavy Atoms: 40

QED Weighted: 0.10

Np Likeness Score: 1.28

References

1. Chang CW, Takemoto JY..  (2014)  Antifungal Amphiphilic Aminoglycosides.,  5  (8): [PMID:25110571] [10.1039/c4md00078a]

2. Mani Chandrika KVS, Sharma S..  (2020)  Promising antifungal agents: A minireview.,  28  (7): [PMID:32115335] [10.1016/j.bmc.2020.115398]

Source

Source(1):

• Scientific Literature