1-((2R,3R,4S,5S)-5-((S)-(1-(3-(1H-imidazol-1-yl)propyl)-1H-1,2,3-triazol-4-yl)((2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxytetrahydrofuran-2-yloxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

ID: ALA4468929

Chembl Id: CHEMBL4468929

PubChem CID: 72701298

Max Phase: Preclinical

Molecular Formula: C22H30N8O9

Molecular Weight: 550.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@@H](O[C@@H](c2cn(CCCn3ccnc3)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/C22H30N8O9/c23-8-12-14(32)17(35)21(37-12)39-18(11-9-29(27-26-11)5-1-4-28-7-3-24-10-28)19-15(33)16(34)20(38-19)30-6-2-13(31)25-22(30)36/h2-3,6-7,9-10,12,14-21,32-35H,1,4-5,8,23H2,(H,25,31,36)/t12-,14-,15+,16-,17-,18+,19+,20-,21+/m1/s1

Standard InChI Key:  VBRLZOTVJNBWHA-WUSFTGQGSA-N

Alternative Forms

1. Parent:

   

   ALA4468929

   1-[(2R,3R,4S,5S)-5-[(S)-[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxyoxolan-2-yl]oxy-[1-(3-imidazol-1-ylpropyl)triazol-4-yl]methyl]-3,4-dihydroxyoxolan-2-yl]pyrimidine-2,4-dione

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: 550.53

Molecular Weight (Monoisotopic): 550.2136

AlogP: -3.80

#Rotatable Bonds: 10

Polar Surface Area: 238.02

Molecular Species: BASE

HBA: 16

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 8.75

CX LogP: -3.92

CX LogD: -5.08

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.14

Np Likeness Score: 0.28

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]

Source

Source(1):

• Scientific Literature