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

ID: ALA4287089

Chembl Id: CHEMBL4287089

PubChem CID: 44546581

Max Phase: Preclinical

Molecular Formula: C26H52N4O10

Molecular Weight: 580.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCO[C@H]1[C@H](O)[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/C26H52N4O10/c1-3-4-5-6-7-8-9-36-22-12(2)37-26(20(34)19(22)33)40-24-14(29)10-13(28)23(21(24)35)39-25-16(30)18(32)17(31)15(11-27)38-25/h12-26,31-35H,3-11,27-30H2,1-2H3/t12-,13+,14-,15-,16-,17-,18-,19-,20-,21+,22-,23-,24+,25-,26-/m1/s1

Standard InChI Key:  PZUMBTVEJRGKIL-DUKZXXTPSA-N

Alternative Forms

1. Parent:

   

   ALA4287089

   (2R,3R,4R,5S,6R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,4R,5S,6R)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-6-methyl-5-octoxyoxane-3,4-diol

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: 580.72

Molecular Weight (Monoisotopic): 580.3683

AlogP: -2.88

#Rotatable Bonds: 13

Polar Surface Area: 251.38

Molecular Species: BASE

HBA: 14

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.14

CX Basic pKa: 9.34

CX LogP: -2.27

CX LogD: -6.79

Aromatic Rings: 0

Heavy Atoms: 40

QED Weighted: 0.10

Np Likeness Score: 1.43

References

1. Subedi YP, AlFindee MN, Takemoto JY, Chang CT..  (2018)  Antifungal amphiphilic kanamycins: new life for an old drug.,  9  (6): [PMID:30108980] [10.1039/C8MD00155C]

Source

Source(1):

• Scientific Literature