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

ID: ALA3740994

Cas Number: 1392113-88-0

PubChem CID: 60149375

Max Phase: Preclinical

Molecular Formula: C26H53N5O8S

Molecular Weight: 595.80

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H53N5O8S/c1-2-3-4-5-6-7-8-40-12-18-20(33)19(31)21(34)26(37-18)39-24-14(29)9-13(28)23(22(24)35)38-25-15(30)10-16(32)17(11-27)36-25/h13-26,32-35H,2-12,27-31H2,1H3/t13-,14+,15+,16-,17+,18+,19-,20+,21+,22-,23+,24-,25+,26+/m0/s1

Standard InChI Key:  IYQLVPLKLKGZCF-NYPWTOTRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3740994

   O-3-Amino-3-deoxy-6-S-octyl-6-thio-alpha-D-glucopyranosyl-(1-->6)-O-[2,6-diamino-2,3,6-trideoxy-alpha-D-ribo-hexopyranosyl-(1-->4)]-2-deoxy-D-streptamine

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: 595.80

Molecular Weight (Monoisotopic): 595.3615

AlogP: -2.19

#Rotatable Bonds: 14

Polar Surface Area: 247.94

Molecular Species: BASE

HBA: 14

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.54

CX Basic pKa: 9.68

CX LogP: -2.00

CX LogD: -8.96

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.10

Np Likeness Score: 0.91

References

1. Fosso MY, Shrestha SK, Green KD, Garneau-Tsodikova S..  (2015)  Synthesis and Bioactivities of Kanamycin B-Derived Cationic Amphiphiles.,  58  (23): [PMID:26592740] [10.1021/acs.jmedchem.5b01375]

Source

Source(1):

• Scientific Literature