(6R,7R)-7-(3-(2-hydroxy-5-isobutyl-4-oxo-4,5-dihydro-1H-pyrrole-3-carboxamido)propanamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

ID: ALA4242024

PubChem CID: 145983277

Max Phase: Preclinical

Molecular Formula: C20H26N4O7S

Molecular Weight: 466.52

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)CCNC(=O)C3=C(O)C(CC(C)C)NC3=O)[C@H]2SC1

Standard InChI:  InChI=1S/C20H26N4O7S/c1-8(2)6-10-15(26)12(17(28)22-10)16(27)21-5-4-11(25)23-13-18(29)24-14(20(30)31)9(3)7-32-19(13)24/h8,10,13,19,26H,4-7H2,1-3H3,(H,21,27)(H,22,28)(H,23,25)(H,30,31)/t10?,13-,19-/m1/s1

Standard InChI Key:  MKKYHAJZZRMBOT-PLVDWWEDSA-N

Molfile:  

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M  END

Alternative Forms

  1. Parent:

    ALA4242024

    ---

Associated Targets(non-human)

Stenotrophomonas maltophilia (1743 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Proteus mirabilis (3894 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterobacter cloacae (7976 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Acinetobacter baumannii (41033 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus pyogenes (16140 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus pneumoniae (31063 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterococcus faecalis (29875 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus cereus (7522 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus anthracis (2936 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: 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: 466.52Molecular Weight (Monoisotopic): 466.1522AlogP: -0.39#Rotatable Bonds: 8
Polar Surface Area: 165.14Molecular Species: ACIDHBA: 7HBD: 5
#RO5 Violations: HBA (Lipinski): 11HBD (Lipinski): 5#RO5 Violations (Lipinski): 1
CX Acidic pKa: 3.62CX Basic pKa: CX LogP: -1.38CX LogD: -6.83
Aromatic Rings: Heavy Atoms: 32QED Weighted: 0.24Np Likeness Score: 0.20

References

1. Cherian PT, Cheramie MN, Marreddy RKR, Fernando DM, Hurdle JG, Lee RE..  (2018)  New β-lactam - Tetramic acid hybrids show promising antibacterial activities.,  28  (18): [PMID:30097368] [10.1016/j.bmcl.2018.07.018]

Source