2-(((Z)-(1-(2-aminothiazol-4-yl)-2-(((3S)-2-((3-((1,5-dihydroxy-4-oxo-1,4-dihydropyridin-2-yl)methyl)ureido)methyl)-4-oxo-1-sulfoazetidin-3-yl)amino)-2-oxoethylidene)amino)oxy)-2-methylpropanoic acid

ID: ALA5274639

Max Phase: Preclinical

Molecular Formula: C20H24N8O12S2

Molecular Weight: 632.59

Names and Identifiers

Canonical SMILES:  CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N(S(=O)(=O)O)C1CNC(=O)NCc1cc(=O)c(O)cn1O)c1csc(N)n1)C(=O)O

Standard InChI:  InChI=1S/C20H24N8O12S2/c1-20(2,17(33)34)40-26-13(9-7-41-18(21)24-9)15(31)25-14-10(28(16(14)32)42(37,38)39)5-23-19(35)22-4-8-3-11(29)12(30)6-27(8)36/h3,6-7,10,14,30,36H,4-5H2,1-2H3,(H2,21,24)(H,25,31)(H,33,34)(H2,22,23,35)(H,37,38,39)/b26-13-/t10?,14-/m0/s1

Standard InChI Key:  JLNPLWTWFIPBPD-LKVHSFBLSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5274639

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 632.59

Molecular Weight (Monoisotopic): 632.0955

AlogP: -2.59

#Rotatable Bonds: 11

Polar Surface Area: 305.17

Molecular Species: ACID

HBA: 15

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -1.64

CX Basic pKa: 3.91

CX LogP: -5.20

CX LogD: -8.25

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.04

Np Likeness Score: -0.08

References

1. Rayner B, Verderosa AD, Ferro V, Blaskovich MAT..  (2023)  Siderophore conjugates to combat antibiotic-resistant bacteria.,  14  (5): [PMID:37252105] [10.1039/d2md00465h]

Source

Source(1):

• Scientific Literature