Pyranosyl Nikkomycin C

ID: ALA5289787

Max Phase: Preclinical

Molecular Formula: C22H28N4O10

Molecular Weight: 508.48

Names and Identifiers

Canonical SMILES:  C[C@@H]([C@H](N)C(=O)N[C@H](C(=O)O)[C@@H]1C[C@@H](O)[C@@H](O)[C@H](n2ccc(=O)[nH]c2=O)O1)[C@H](O)c1ccc(O)cc1

Standard InChI:  InChI=1S/C22H28N4O10/c1-9(17(30)10-2-4-11(27)5-3-10)15(23)19(32)25-16(21(33)34)13-8-12(28)18(31)20(36-13)26-7-6-14(29)24-22(26)35/h2-7,9,12-13,15-18,20,27-28,30-31H,8,23H2,1H3,(H,25,32)(H,33,34)(H,24,29,35)/t9-,12+,13-,15-,16-,17-,18+,20+/m0/s1

Standard InChI Key:  VSIBSKJVEGOXHC-SQLXPRKWSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5289787

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 508.48

Molecular Weight (Monoisotopic): 508.1805

AlogP: -2.48

#Rotatable Bonds: 8

Polar Surface Area: 237.43

Molecular Species: ACID

HBA: 11

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.48

CX Basic pKa: 7.95

CX LogP: -4.60

CX LogD: -4.70

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.19

Np Likeness Score: 1.05

References

1. Serpi M, Ferrari V, Pertusati F..  (2016)  Nucleoside Derived Antibiotics to Fight Microbial Drug Resistance: New Utilities for an Established Class of Drugs?,  59  (23): [PMID:27607900] [10.1021/acs.jmedchem.6b00325]

Source

Source(1):

• Scientific Literature