(2S,3S,4S,5R,6S)-4-amino-2-(decylthiomethyl)-6-((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)tetrahydro-2H-pyran-3,5-diol

ID: ALA3742166

PubChem CID: 60149376

Max Phase: Preclinical

Molecular Formula: C28H57N5O8S

Molecular Weight: 623.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCSC[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/C28H57N5O8S/c1-2-3-4-5-6-7-8-9-10-42-14-20-22(35)21(33)23(36)28(39-20)41-26-16(31)11-15(30)25(24(26)37)40-27-17(32)12-18(34)19(13-29)38-27/h15-28,34-37H,2-14,29-33H2,1H3/t15-,16+,17+,18-,19+,20+,21-,22+,23+,24-,25+,26-,27+,28+/m0/s1

Standard InChI Key:  OYQQECBBRWOQIF-YBPCAGEFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3742166

   (2S,3S,4S,5R,6S)-4-amino-2-(decylsulfanylmethyl)-6-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,5S,6R)-3-amino-6-(aminomethyl)-5-hydroxyoxan-2-yl]oxy-2-hydroxycyclohexyl]oxyoxane-3,5-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: 623.86

Molecular Weight (Monoisotopic): 623.3928

AlogP: -1.41

#Rotatable Bonds: 16

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: -1.11

CX LogD: -8.08

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.09

Np Likeness Score: 0.87

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