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

ID: ALA4461548

Chembl Id: CHEMBL4461548

PubChem CID: 72701036

Max Phase: Preclinical

Molecular Formula: C25H32N6O9

Molecular Weight: 560.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@@H](O[C@@H](c2cn(CCCc3ccccc3)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/C25H32N6O9/c26-11-15-17(33)20(36)24(38-15)40-21(14-12-30(29-28-14)9-4-7-13-5-2-1-3-6-13)22-18(34)19(35)23(39-22)31-10-8-16(32)27-25(31)37/h1-3,5-6,8,10,12,15,17-24,33-36H,4,7,9,11,26H2,(H,27,32,37)/t15-,17-,18+,19-,20-,21+,22+,23-,24+/m1/s1

Standard InChI Key:  ZTTFFODHKREURW-TYVWLWKPSA-N

Alternative Forms

1. Parent:

   

   ALA4461548

   1-[(2R,3R,4S,5S)-5-[(S)-[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxyoxolan-2-yl]oxy-[1-(3-phenylpropyl)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: 560.56

Molecular Weight (Monoisotopic): 560.2231

AlogP: -2.46

#Rotatable Bonds: 10

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: -1.43

CX LogD: -2.54

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.15

Np Likeness Score: 0.50

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