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

ID: ALA4453959

Chembl Id: CHEMBL4453959

PubChem CID: 72701154

Max Phase: Preclinical

Molecular Formula: C30H34N6O9

Molecular Weight: 622.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@@H](O[C@@H](c2cn(CCc3ccc(-c4ccccc4)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/C30H34N6O9/c31-14-20-22(38)25(41)29(43-20)45-26(27-23(39)24(40)28(44-27)36-13-11-21(37)32-30(36)42)19-15-35(34-33-19)12-10-16-6-8-18(9-7-16)17-4-2-1-3-5-17/h1-9,11,13,15,20,22-29,38-41H,10,12,14,31H2,(H,32,37,42)/t20-,22-,23+,24-,25-,26+,27+,28-,29+/m1/s1

Standard InChI Key:  URGTZCIMYSWEAG-ZDWFQVHZSA-N

Alternative Forms

1. Parent:

   

   ALA4453959

   1-[(2R,3R,4S,5S)-5-[(S)-[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxyoxolan-2-yl]oxy-[1-[2-(4-phenylphenyl)ethyl]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: 622.64

Molecular Weight (Monoisotopic): 622.2387

AlogP: -1.18

#Rotatable Bonds: 10

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: -0.23

CX LogD: -1.34

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.12

Np Likeness Score: 0.43

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