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

ID: ALA4575214

Chembl Id: CHEMBL4575214

PubChem CID: 72701032

Max Phase: Preclinical

Molecular Formula: C26H42N6O9

Molecular Weight: 582.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCn1cc([C@H](O[C@@H]2O[C@H](CN)[C@@H](O)[C@H]2O)[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)nn1

Standard InChI:  InChI=1S/C26H42N6O9/c1-2-3-4-5-6-7-8-9-11-31-14-15(29-30-31)22(41-25-21(37)18(34)16(13-27)39-25)23-19(35)20(36)24(40-23)32-12-10-17(33)28-26(32)38/h10,12,14,16,18-25,34-37H,2-9,11,13,27H2,1H3,(H,28,33,38)/t16-,18-,19+,20-,21-,22+,23+,24-,25+/m1/s1

Standard InChI Key:  VSYRJWCATBCWTJ-VKTQWXQGSA-N

Alternative Forms

1. Parent:

   

   ALA4575214

   1-[(2R,3R,4S,5S)-5-[(S)-[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxyoxolan-2-yl]oxy-(1-decyltriazol-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: 582.66

Molecular Weight (Monoisotopic): 582.3013

AlogP: -0.95

#Rotatable Bonds: 15

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: 0.11

CX LogD: -1.01

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.14

Np Likeness Score: 0.60

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