1-((2R,3R,4S,5S)-5-((S)-1-((2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxytetrahydrofuran-2-yloxy)-2-(4-(14-hydroxy-3,6,9,12-tetraoxatetradecyl)-1H-1,2,3-triazol-1-yl)ethyl)-3,4-dihydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

ID: ALA4439054

Chembl Id: CHEMBL4439054

PubChem CID: 155513667

Max Phase: Preclinical

Molecular Formula: C27H44N6O14

Molecular Weight: 676.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@@H](O[C@@H](Cn2cc(CCOCCOCCOCCOCCO)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/C27H44N6O14/c28-13-17-20(36)23(39)26(45-17)46-18(24-21(37)22(38)25(47-24)33-3-1-19(35)29-27(33)40)15-32-14-16(30-31-32)2-5-41-7-9-43-11-12-44-10-8-42-6-4-34/h1,3,14,17-18,20-26,34,36-39H,2,4-13,15,28H2,(H,29,35,40)/t17-,18+,20-,21+,22-,23-,24-,25-,26+/m1/s1

Standard InChI Key:  ZBWJGABMWXTCMT-VFZFMDEVSA-N

Alternative Forms

1. Parent:

   

   ALA4439054

   ---

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: 676.68

Molecular Weight (Monoisotopic): 676.2916

AlogP: -5.16

#Rotatable Bonds: 21

Polar Surface Area: 277.35

Molecular Species: BASE

HBA: 19

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 8.75

CX LogP: -4.68

CX LogD: -5.80

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.06

Np Likeness Score: 0.45

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