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

ID: ALA4524880

Chembl Id: CHEMBL4524880

PubChem CID: 72701158

Max Phase: Preclinical

Molecular Formula: C21H32N6O10

Molecular Weight: 528.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@@H](O[C@@H](c2cn(CCCCCO)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/C21H32N6O10/c22-8-11-13(30)16(33)20(35-11)37-17(10-9-26(25-24-10)5-2-1-3-7-28)18-14(31)15(32)19(36-18)27-6-4-12(29)23-21(27)34/h4,6,9,11,13-20,28,30-33H,1-3,5,7-8,22H2,(H,23,29,34)/t11-,13-,14+,15-,16-,17+,18+,19-,20+/m1/s1

Standard InChI Key:  YUSSQBUDLREFOY-KXABZEQHSA-N

Alternative Forms

1. Parent:

   

   ALA4524880

   1-[(2R,3R,4S,5S)-5-[(S)-[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxyoxolan-2-yl]oxy-[1-(5-hydroxypentyl)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: 528.52

Molecular Weight (Monoisotopic): 528.2180

AlogP: -3.93

#Rotatable Bonds: 11

Polar Surface Area: 240.43

Molecular Species: BASE

HBA: 15

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 8.75

CX LogP: -3.55

CX LogD: -4.67

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.14

Np Likeness Score: 0.74

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