1-[(2R,3R,4S,5S)-5-[(S)-{[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxyoxolan-2-yl]oxy}[1-({4-[(4-benzoylphenyl)methyl]phenyl}methyl)-1H-1,2,3-triazol-4-yl]methyl]-3,4-dihydroxyoxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

ID: ALA5288357

Max Phase: Preclinical

Molecular Formula: C37H38N6O10

Molecular Weight: 726.74

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@@H](O[C@@H](c2cn(Cc3ccc(Cc4ccc(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/C37H38N6O10/c38-17-26-29(46)32(49)36(51-26)53-33(34-30(47)31(48)35(52-34)43-15-14-27(44)39-37(43)50)25-19-42(41-40-25)18-22-8-6-20(7-9-22)16-21-10-12-24(13-11-21)28(45)23-4-2-1-3-5-23/h1-15,19,26,29-36,46-49H,16-18,38H2,(H,39,44,50)/t26-,29-,30+,31-,32-,33+,34+,35-,36+/m1/s1

Standard InChI Key:  AREWAYQZKDDFIR-BDRYGRRRSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5288357

   ---

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: 726.74

Molecular Weight (Monoisotopic): 726.2649

AlogP: -0.22

#Rotatable Bonds: 12

Polar Surface Area: 237.27

Molecular Species: BASE

HBA: 15

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 8.75

CX LogP: 1.39

CX LogD: 0.27

Aromatic Rings: 5

Heavy Atoms: 53

QED Weighted: 0.09

Np Likeness Score: 0.29

References

1. Okamoto K, Ishikawa A, Okawa R, Yamamoto K, Sato T, Yokota SI, Chiba K, Ichikawa S..  (2021)  Design, synthesis and biological evaluation of simplified analogues of MraY inhibitory natural product with rigid scaffold.,  55  [PMID:35016115] [10.1016/j.bmc.2021.116556]

Source

Source(1):

• Scientific Literature