4-(6-carboxy-2-(3,4-dichloro-5-methyl-1H-pyrrole-2-carboxamido)benzo[d]thiazol-4-yl)piperazin-1-ium hydrochloride

ID: ALA5271477

Chembl Id: CHEMBL5271477

Max Phase: Preclinical

Molecular Formula: C18H18Cl3N5O3S

Molecular Weight: 454.34

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1[nH]c(C(=O)Nc2nc3c(N4CCNCC4)cc(C(=O)O)cc3s2)c(Cl)c1Cl.Cl

Standard InChI:  InChI=1S/C18H17Cl2N5O3S.ClH/c1-8-12(19)13(20)15(22-8)16(26)24-18-23-14-10(25-4-2-21-3-5-25)6-9(17(27)28)7-11(14)29-18;/h6-7,21-22H,2-5H2,1H3,(H,27,28)(H,23,24,26);1H

Standard InChI Key:  YGNHSBVRHBNETB-UHFFFAOYSA-N

Associated Targets(non-human)

Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Acinetobacter baumannii (41033 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterobacter cloacae (7976 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: 454.34Molecular Weight (Monoisotopic): 453.0429AlogP: 3.60#Rotatable Bonds: 4
Polar Surface Area: 110.35Molecular Species: ZWITTERIONHBA: 6HBD: 4
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 4.33CX Basic pKa: 8.79CX LogP: 1.05CX LogD: 1.04
Aromatic Rings: 3Heavy Atoms: 29QED Weighted: 0.48Np Likeness Score: -1.55

References

1. Durcik M, Cotman AE, Toplak Ž, Možina Š, Skok Ž, Szili PE, Czikkely M, Maharramov E, Vu TH, Piras MV, Zidar N, Ilaš J, Zega A, Trontelj J, Pardo LA, Hughes D, Huseby D, Berruga-Fernández T, Cao S, Simoff I, Svensson R, Korol SV, Jin Z, Vicente F, Ramos MC, Mundy JEA, Maxwell A, Stevenson CEM, Lawson DM, Glinghammar B, Sjöström E, Bohlin M, Oreskär J, Alvér S, Janssen GV, Sterk GJ, Kikelj D, Pal C, Tomašič T, Peterlin Mašič L..  (2023)  New Dual Inhibitors of Bacterial Topoisomerases with Broad-Spectrum Antibacterial Activity and In Vivo Efficacy against Vancomycin-Intermediate Staphylococcus aureus.,  66  (6): [PMID:36877255] [10.1021/acs.jmedchem.2c01905]

Source