ID: ALA5282420

Max Phase: Preclinical

Molecular Formula: C21H30N6O15

Molecular Weight: 606.50

Representations

Canonical SMILES:  NC(=O)OC[C@H](O)[C@@H](O)[C@H](N)C(=O)N[C@H](C(=O)NC(CCC(=O)O)C(=O)O)[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C21H30N6O15/c22-10(12(32)7(28)5-41-20(23)39)16(35)26-11(17(36)24-6(19(37)38)1-2-9(30)31)15-13(33)14(34)18(42-15)27-4-3-8(29)25-21(27)40/h3-4,6-7,10-15,18,28,32-34H,1-2,5,22H2,(H2,23,39)(H,24,36)(H,26,35)(H,30,31)(H,37,38)(H,25,29,40)/t6?,7-,10-,11-,12+,13-,14+,15+,18+/m0/s1

Standard InChI Key:  PYCZQFQKBPZPFS-DMBGBWTBSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 606.50

Molecular Weight (Monoisotopic): 606.1769

AlogP: -6.78

#Rotatable Bonds: 14

Polar Surface Area: 356.15

Molecular Species: ACID

HBA: 15

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.16

CX Basic pKa: 7.23

CX LogP: -8.97

CX LogD: -12.43

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.09

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