(2S,5R)-2-((2-(2-(1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carbonyl)hydrazineyl)-2-oxoethyl)carbamoyl)-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl hydrogen sulfate

ID: ALA5266921

Chembl Id: CHEMBL5266921

Max Phase: Preclinical

Molecular Formula: C26H31FN8O9S

Molecular Weight: 650.65

Names and Identifiers

Canonical SMILES:  O=C(CNC(=O)[C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O)NNC(=O)c1cn(C2CC2)c2cc(N3CCNCC3)c(F)cc2c1=O

Standard InChI:  InChI=1S/C26H31FN8O9S/c27-18-9-16-20(10-21(18)32-7-5-28-6-8-32)33(14-1-2-14)13-17(23(16)37)24(38)31-30-22(36)11-29-25(39)19-4-3-15-12-34(19)26(40)35(15)44-45(41,42)43/h9-10,13-15,19,28H,1-8,11-12H2,(H,29,39)(H,30,36)(H,31,38)(H,41,42,43)/t15-,19+/m1/s1

Standard InChI Key:  DWZJVAAVMNSDMQ-BEFAXECRSA-N

Alternative Forms

1. Parent:

   

   ALA5266921

   ---

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: 650.65

Molecular Weight (Monoisotopic): 650.1919

AlogP: -1.23

#Rotatable Bonds: 8

Polar Surface Area: 211.72

Molecular Species: ZWITTERION

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -1.94

CX Basic pKa: 8.65

CX LogP: -2.90

CX LogD: -2.92

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.17

Np Likeness Score: -1.09

References

1. Kumar R, Pathania V, Kumar S, Kumar M, Nandanwar H, Maurya SK..  (2023)  Synthesis of novel ciprofloxacin-avibactam conjugates for the development of second-generation non-β-lactam-β-lactamase inhibitors.,  88  [PMID:37127102] [10.1016/j.bmcl.2023.129308]

Source

Source(1):

• Scientific Literature