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

ID: ALA4459665

Chembl Id: CHEMBL4459665

PubChem CID: 155527382

Max Phase: Preclinical

Molecular Formula: C26H41N7O9

Molecular Weight: 595.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@@H](O[C@@H](c2cn(CCCCCN3CCCCC3)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/C26H41N7O9/c27-13-16-18(35)21(38)25(40-16)42-22(23-19(36)20(37)24(41-23)33-12-7-17(34)28-26(33)39)15-14-32(30-29-15)11-6-2-5-10-31-8-3-1-4-9-31/h7,12,14,16,18-25,35-38H,1-6,8-11,13,27H2,(H,28,34,39)/t16-,18-,19+,20-,21-,22+,23+,24-,25+/m1/s1

Standard InChI Key:  RAYWCVNHGBCOEV-VKTQWXQGSA-N

Alternative Forms

1. Parent:

   

   ALA4459665

   ---

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: 595.65

Molecular Weight (Monoisotopic): 595.2966

AlogP: -2.43

#Rotatable Bonds: 12

Polar Surface Area: 223.44

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: 10.12

CX LogP: -2.44

CX LogD: -5.55

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.14

Np Likeness Score: 0.34

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