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

ID: ALA4589522

Chembl Id: CHEMBL4589522

PubChem CID: 72701551

Max Phase: Preclinical

Molecular Formula: C37H38N6O11

Molecular Weight: 742.74

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@@H](O[C@@H](c2cn(Cc3ccc(COc4ccc(C(=O)c5ccccc5)cc4)cc3)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/C37H38N6O11/c38-16-26-29(46)32(49)36(52-26)54-33(34-30(47)31(48)35(53-34)43-15-14-27(44)39-37(43)50)25-18-42(41-40-25)17-20-6-8-21(9-7-20)19-51-24-12-10-23(11-13-24)28(45)22-4-2-1-3-5-22/h1-15,18,26,29-36,46-49H,16-17,19,38H2,(H,39,44,50)/t26-,29-,30+,31-,32-,33+,34+,35-,36+/m1/s1

Standard InChI Key:  GXQNYHSWINWJPX-BDRYGRRRSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA4589522

   1-[(2R,3R,4S,5S)-5-[(S)-[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxyoxolan-2-yl]oxy-[1-[[4-[(4-benzoylphenoxy)methyl]phenyl]methyl]triazol-4-yl]methyl]-3,4-dihydroxyoxolan-2-yl]pyrimidine-2,4-dione;2,2,2-trifluoroacetic acid

2. Parent:

   

   ALA4589522

   1-[(2R,3R,4S,5S)-5-[(S)-[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxyoxolan-2-yl]oxy-[1-[[4-[(4-benzoylphenoxy)methyl]phenyl]methyl]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: 742.74

Molecular Weight (Monoisotopic): 742.2599

AlogP: -0.23

#Rotatable Bonds: 13

Polar Surface Area: 246.50

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: 0.86

CX LogD: -0.25

Aromatic Rings: 5

Heavy Atoms: 54

QED Weighted: 0.09

Np Likeness Score: 0.17

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