1-((2R,3R,4S,5S)-5-((S)-1-((2R,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxytetrahydrofuran-2-yloxy)-2-(1-(10-phenyldecyl)-1H-1,2,3-triazol-4-yl)ethyl)-3,4-dihydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

ID: ALA4441639

Chembl Id: CHEMBL4441639

PubChem CID: 155515614

Max Phase: Preclinical

Molecular Formula: C33H48N6O9

Molecular Weight: 672.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@@H](O[C@@H](Cc2cn(CCCCCCCCCCc3ccccc3)nn2)[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C33H48N6O9/c34-19-24-26(41)29(44)32(47-24)46-23(30-27(42)28(43)31(48-30)39-17-15-25(40)35-33(39)45)18-22-20-38(37-36-22)16-11-6-4-2-1-3-5-8-12-21-13-9-7-10-14-21/h7,9-10,13-15,17,20,23-24,26-32,41-44H,1-6,8,11-12,16,18-19,34H2,(H,35,40,45)/t23-,24+,26+,27-,28+,29+,30+,31+,32+/m0/s1

Standard InChI Key:  BXIHCWOUEXYVFX-JOUCFGCLSA-N

Alternative Forms

1. Parent:

   

   ALA4441639

   ---

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: 672.78

Molecular Weight (Monoisotopic): 672.3483

AlogP: 0.14

#Rotatable Bonds: 18

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: 1.77

CX LogD: 0.65

Aromatic Rings: 3

Heavy Atoms: 48

QED Weighted: 0.10

Np Likeness Score: 0.40

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