(2R,3R,4R,5S)-5-((R)-2-amino-1-(((2R,3R,4R)-3,4-dihydroxy-6-(((3S,7R)-7-methyl-2-oxoazepan-3-yl)carbamoyl)-3,4-dihydro-2H-pyran-2-yl)oxy)-2-oxoethyl)-2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-methoxytetrahydrofuran-3-yl pentadecanoate

ID: ALA5284944

Max Phase: Preclinical

Molecular Formula: C39H61N5O13

Molecular Weight: 807.94

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCC(=O)O[C@@H]1[C@H](OC)[C@@H]([C@@H](O[C@@H]2OC(C(=O)N[C@H]3CCC[C@@H](C)NC3=O)=C[C@@H](O)[C@H]2O)C(N)=O)O[C@H]1n1ccc(=O)[nH]c1=O

Standard InChI:  InChI=1S/C39H61N5O13/c1-4-5-6-7-8-9-10-11-12-13-14-15-19-28(47)55-33-30(53-3)31(56-37(33)44-21-20-27(46)43-39(44)52)32(34(40)49)57-38-29(48)25(45)22-26(54-38)36(51)42-24-18-16-17-23(2)41-35(24)50/h20-25,29-33,37-38,45,48H,4-19H2,1-3H3,(H2,40,49)(H,41,50)(H,42,51)(H,43,46,52)/t23-,24+,25-,29-,30-,31+,32-,33-,37-,38+/m1/s1

Standard InChI Key:  FGVSXBGUUNIGBS-OOGIVFSOSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5284944

   ---

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: 807.94

Molecular Weight (Monoisotopic): 807.4266

AlogP: 1.46

#Rotatable Bonds: 22

Polar Surface Area: 259.83

Molecular Species: NEUTRAL

HBA: 14

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: ┄

CX LogP: 2.67

CX LogD: 2.66

Aromatic Rings: 1

Heavy Atoms: 57

QED Weighted: 0.07

Np Likeness Score: 0.86

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