ID: ALA4117504

Max Phase: Preclinical

Molecular Formula: C26H52N4O13S

Molecular Weight: 660.78

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCS(=O)(=O)OC[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]3O)[C@@H](N)C[C@H]2N)[C@H](O)[C@@H](N)[C@@H]1O

Standard InChI:  InChI=1S/C26H52N4O13S/c1-2-3-4-5-6-7-8-44(37,38)39-11-15-17(31)16(30)19(33)25(41-15)42-23-12(28)9-13(29)24(22(23)36)43-26-21(35)20(34)18(32)14(10-27)40-26/h12-26,31-36H,2-11,27-30H2,1H3/t12-,13+,14-,15-,16+,17-,18-,19-,20+,21-,22-,23+,24-,25-,26-/m1/s1

Standard InChI Key:  CPZHLUHFQHEQPM-OBHSWUIPSA-N

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

Properties

Molecular Weight: 660.78

Molecular Weight (Monoisotopic): 660.3252

AlogP: -4.58

#Rotatable Bonds: 15

Polar Surface Area: 305.75

Molecular Species: BASE

HBA: 17

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.05

CX Basic pKa: 9.54

CX LogP: -3.87

CX LogD: -9.29

Aromatic Rings: 0

Heavy Atoms: 44

QED Weighted: 0.06

Np Likeness Score: 1.13

References

1. Subedi YP, Alfindee MN, Shrestha JP, Becker G, Grilley M, Takemoto JY, Chang CT..  (2018)  Synthesis and biological activity investigation of azole and quinone hybridized phosphonates.,  28  (18): [PMID:30093296] [10.1016/j.bmcl.2018.08.002]

2. 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]

3. Subedi YP, Pandey U, Alfindee MN, Montgomery H, Roberts P, Wight J, Nichols G, Grilley M, Takemoto JY, Chang CT..  (2019)  Scalable and cost-effective tosylation-mediated synthesis of antifungal and fungal diagnostic 6″-Modified amphiphilic kanamycins.,  182  [PMID:31470306] [10.1016/j.ejmech.2019.111639]

Source

Source(1):

• Scientific Literature