1-((2R,3R,4S,5S)-5-((S)-1-((2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxytetrahydrofuran-2-yloxy)-2-(4-decyl-1H-1,2,3-triazol-1-yl)ethyl)-3,4-dihydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

ID: ALA4555507

Chembl Id: CHEMBL4555507

PubChem CID: 155556992

Max Phase: Preclinical

Molecular Formula: C27H44N6O9

Molecular Weight: 596.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCc1cn(C[C@H](O[C@@H]2O[C@H](CN)[C@@H](O)[C@H]2O)[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)nn1

Standard InChI:  InChI=1S/C27H44N6O9/c1-2-3-4-5-6-7-8-9-10-16-14-32(31-30-16)15-18(41-26-23(38)20(35)17(13-28)40-26)24-21(36)22(37)25(42-24)33-12-11-19(34)29-27(33)39/h11-12,14,17-18,20-26,35-38H,2-10,13,15,28H2,1H3,(H,29,34,39)/t17-,18+,20-,21+,22-,23-,24-,25-,26+/m1/s1

Standard InChI Key:  FTGNYFMQIUHESL-VFZFMDEVSA-N

Alternative Forms

1. Parent:

   

   ALA4555507

   ---

Molecule Features

Natural Product: No

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: 596.68

Molecular Weight (Monoisotopic): 596.3170

AlogP: -1.08

#Rotatable Bonds: 16

Polar Surface Area: 220.20

Molecular Species: BASE

HBA: 14

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 8.75

CX LogP: 0.35

CX LogD: -0.77

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.13

Np Likeness Score: 0.61

References

1. Patel B, Ryan P, Makwana V, Zunk M, Rudrawar S, Grant G..  (2019)  Caprazamycins: Promising lead structures acting on a novel antibacterial target MraY.,  171  [PMID:30933853] [10.1016/j.ejmech.2019.01.071]

2. 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