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

ID: ALA4447744

Chembl Id: CHEMBL4447744

PubChem CID: 72701034

Max Phase: Preclinical

Molecular Formula: C23H34N6O9

Molecular Weight: 538.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@@H](O[C@@H](c2cn(C3CCCCCC3)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/C23H34N6O9/c24-9-13-15(31)18(34)22(36-13)38-19(12-10-29(27-26-12)11-5-3-1-2-4-6-11)20-16(32)17(33)21(37-20)28-8-7-14(30)25-23(28)35/h7-8,10-11,13,15-22,31-34H,1-6,9,24H2,(H,25,30,35)/t13-,15-,16+,17-,18-,19+,20+,21-,22+/m1/s1

Standard InChI Key:  XAJCRUSKLJGPND-SOGLDBNQSA-N

Alternative Forms

1. Parent:

   

   ALA4447744

   1-[(2R,3R,4S,5S)-5-[(S)-[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxyoxolan-2-yl]oxy-(1-cycloheptyltriazol-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: 538.56

Molecular Weight (Monoisotopic): 538.2387

AlogP: -2.19

#Rotatable Bonds: 7

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: -1.64

CX LogD: -2.76

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.21

Np Likeness Score: 0.63

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