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

ID: ALA4455936

Chembl Id: CHEMBL4455936

PubChem CID: 155524515

Max Phase: Preclinical

Molecular Formula: C38H40N6O11

Molecular Weight: 756.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@@H](O[C@@H](Cn2cc(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/C38H40N6O11/c39-17-27-31(47)34(50)37(53-27)54-28(35-32(48)33(49)36(55-35)44-15-14-29(45)40-38(44)51)19-43-18-25(41-42-43)16-21-6-8-22(9-7-21)20-52-26-12-10-24(11-13-26)30(46)23-4-2-1-3-5-23/h1-15,18,27-28,31-37,47-50H,16-17,19-20,39H2,(H,40,45,51)/t27-,28+,31-,32+,33-,34-,35-,36-,37+/m1/s1

Standard InChI Key:  IXVYVURINIITCR-NSBLWWESSA-N

Alternative Forms

1. Parent:

   

   ALA4455936

   ---

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: 756.77

Molecular Weight (Monoisotopic): 756.2755

AlogP: -0.36

#Rotatable Bonds: 14

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: 0.95

CX LogD: -0.17

Aromatic Rings: 5

Heavy Atoms: 55

QED Weighted: 0.08

Np Likeness Score: 0.23

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