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

ID: ALA4455985

Chembl Id: CHEMBL4455985

PubChem CID: 72701156

Max Phase: Preclinical

Molecular Formula: C19H28N6O10

Molecular Weight: 500.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@@H](O[C@@H](c2cn(CCCO)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/C19H28N6O10/c20-6-9-11(28)14(31)18(33-9)35-15(8-7-24(23-22-8)3-1-5-26)16-12(29)13(30)17(34-16)25-4-2-10(27)21-19(25)32/h2,4,7,9,11-18,26,28-31H,1,3,5-6,20H2,(H,21,27,32)/t9-,11-,12+,13-,14-,15+,16+,17-,18+/m1/s1

Standard InChI Key:  ZPNNYKYKUSGUJK-SFPFLYAHSA-N

Alternative Forms

1. Parent:

   

   ALA4455985

   1-[(2R,3R,4S,5S)-5-[(S)-[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxyoxolan-2-yl]oxy-[1-(3-hydroxypropyl)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: 500.47

Molecular Weight (Monoisotopic): 500.1867

AlogP: -4.71

#Rotatable Bonds: 9

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: -4.52

CX LogD: -5.63

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.17

Np Likeness Score: 0.71

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