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

ID: ALA5282842

Chembl Id: CHEMBL5282842

Max Phase: Preclinical

Molecular Formula: C24H28FN7O8S

Molecular Weight: 593.59

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H28FN7O8S/c25-17-9-15-19(10-20(17)29-7-5-26-6-8-29)30(13-1-2-13)12-16(21(15)33)22(34)27-28-23(35)18-4-3-14-11-31(18)24(36)32(14)40-41(37,38)39/h9-10,12-14,18,26H,1-8,11H2,(H,27,34)(H,28,35)(H,37,38,39)/t14-,18+/m1/s1

Standard InChI Key:  ZWRBMILGUFADAG-KDOFPFPSSA-N

Alternative Forms

1. Parent:

   

   ALA5282842

   ---

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: 593.59

Molecular Weight (Monoisotopic): 593.1704

AlogP: -0.35

#Rotatable Bonds: 6

Polar Surface Area: 182.62

Molecular Species: ZWITTERION

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 15

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -1.97

CX Basic pKa: 8.63

CX LogP: -1.79

CX LogD: -1.82

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.26

Np Likeness Score: -0.97

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