Saccharocin

ID: ALA4555425

PubChem CID: 15588758

Max Phase: Preclinical

Molecular Formula: C21H40N4O12

Molecular Weight: 540.57

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H40N4O12/c1-25-10-13(29)18-8(33-20(10)37-21-16(32)14(30)12(28)9(4-26)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)11(27)15(17)31/h5-21,25-32H,2-4,22-24H2,1H3/t5-,6+,7-,8+,9-,10+,11+,12-,13-,14+,15-,16-,17-,18+,19+,20-,21-/m1/s1

Standard InChI Key:  WKKBQRRWYZAXFF-VJCYLLSFSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4555425

   Saccharocin

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 540.57

Molecular Weight (Monoisotopic): 540.2643

AlogP: -6.92

#Rotatable Bonds: 6

Polar Surface Area: 277.85

Molecular Species: BASE

HBA: 16

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.11

CX Basic pKa: 9.15

CX LogP: -6.40

CX LogD: -11.19

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.15

Np Likeness Score: 1.88

References

1. Sarpe VA, Pirrone MG, Haldimann K, Hobbie SN, Vasella A, Crich D..  (2019)  Synthesis of saccharocin from apramycin and evaluation of its ribosomal selectivity.,  10  (4): [PMID:31057735] [10.1039/C9MD00093C]

Source

Source(1):

• Scientific Literature