(S)-9-((R)-3-(2-aminopropan-2-yl)pyrrolidin-1-yl)-3-methyl-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid

ID: ALA5272185

Max Phase: Preclinical

Molecular Formula: C20H25N3O4

Molecular Weight: 371.44

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  C[C@H]1COc2cc(N3CC[C@@H](C(C)(C)N)C3)cc3c(=O)c(C(=O)O)cn1c23

Standard InChI:  InChI=1S/C20H25N3O4/c1-11-10-27-16-7-13(22-5-4-12(8-22)20(2,3)21)6-14-17(16)23(11)9-15(18(14)24)19(25)26/h6-7,9,11-12H,4-5,8,10,21H2,1-3H3,(H,25,26)/t11-,12+/m0/s1

Standard InChI Key:  QZXHKGXLVGRUKU-NWDGAFQWSA-N

Molfile:  

 
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M  END

Alternative Forms

  1. Parent:

    ALA5272185

    ---

Associated Targets(non-human)

Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
gyrB DNA gyrase (2092 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 371.44Molecular Weight (Monoisotopic): 371.1845AlogP: 2.22#Rotatable Bonds: 3
Polar Surface Area: 97.79Molecular Species: ZWITTERIONHBA: 6HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 5.55CX Basic pKa: 10.11CX LogP: -0.73CX LogD: -0.73
Aromatic Rings: 2Heavy Atoms: 27QED Weighted: 0.86Np Likeness Score: -0.10

References

1. Gao F, Wang P, Yang H, Miao Q, Ma L, Lu G..  (2018)  Recent developments of quinolone-based derivatives and their activities against Escherichia coli.,  157  [PMID:30193220] [10.1016/j.ejmech.2018.08.095]

Source