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

ID: ALA5283162

Chembl Id: CHEMBL5283162

Max Phase: Preclinical

Molecular Formula: C29H37FN8O9S

Molecular Weight: 692.73

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H37FN8O9S/c1-15(2)24(32-27(41)21-6-5-17-13-37(21)29(43)38(17)47-48(44,45)46)28(42)34-33-26(40)19-14-36(16-3-4-16)22-12-23(35-9-7-31-8-10-35)20(30)11-18(22)25(19)39/h11-12,14-17,21,24,31H,3-10,13H2,1-2H3,(H,32,41)(H,33,40)(H,34,42)(H,44,45,46)/t17-,21+,24+/m1/s1

Standard InChI Key:  KSZQXDAYVWOQHM-GQOCTPOGSA-N

Alternative Forms

1. Parent:

   

   ALA5283162

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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: 692.73

Molecular Weight (Monoisotopic): 692.2388

AlogP: -0.21

#Rotatable Bonds: 9

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: -2.00

CX Basic pKa: 8.65

CX LogP: -1.44

CX LogD: -1.46

Aromatic Rings: 2

Heavy Atoms: 48

QED Weighted: 0.17

Np Likeness Score: -0.90

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