6''-O-octanesulfonylkanamycin A

ID: ALA3588979

Chembl Id: CHEMBL3588979

PubChem CID: 122180608

Max Phase: Preclinical

Molecular Formula: C27H55N5O12S

Molecular Weight: 673.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCS(=O)(=O)OCC[C@H]1O[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)[C@H](O)[C@@H](N)[C@@H]1O

Standard InChI:  InChI=1S/C27H55N5O12S/c1-2-3-4-5-6-7-10-45(38,39)40-9-8-15-19(33)17(31)22(36)27(41-15)44-25-14(30)11-13(29)24(23(25)37)43-26-18(32)21(35)20(34)16(12-28)42-26/h13-27,33-37H,2-12,28-32H2,1H3/t13-,14+,15+,16+,17-,18+,19+,20+,21+,22+,23-,24+,25-,26+,27+/m0/s1

Standard InChI Key:  GGFQTCJZLNUSLA-CWOTYCJXSA-N

Alternative Forms

1. Parent:

   

   ALA3588979

   ---

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: 673.83

Molecular Weight (Monoisotopic): 673.3568

AlogP: -4.22

#Rotatable Bonds: 16

Polar Surface Area: 311.54

Molecular Species: BASE

HBA: 17

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.40

CX Basic pKa: 9.54

CX LogP: -3.92

CX LogD: -10.14

Aromatic Rings: 0

Heavy Atoms: 45

QED Weighted: 0.05

Np Likeness Score: 0.98

References

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

Source

Source(1):

• Scientific Literature