Penicillin V amide

ID: ALA3114799

Chembl Id: CHEMBL3114799

PubChem CID: 76285538

Max Phase: Preclinical

Molecular Formula: C16H19N3O4S

Molecular Weight: 349.41

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC1(C)S[C@@H]2[C@H](NC(=O)COc3ccccc3)C(=O)N2[C@H]1C(N)=O

Standard InChI:  InChI=1S/C16H19N3O4S/c1-16(2)12(13(17)21)19-14(22)11(15(19)24-16)18-10(20)8-23-9-6-4-3-5-7-9/h3-7,11-12,15H,8H2,1-2H3,(H2,17,21)(H,18,20)/t11-,12+,15-/m1/s1

Standard InChI Key:  FIOHYXMOWSFTBY-TYNCELHUSA-N

Associated Targets(non-human)

Bacillus licheniformis (140 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus epidermidis (22802 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
dacA D-alanyl-D-alanine carboxypeptidase DacA (2 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
pbpD Penicillin-binding protein 4 (2 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
pbpC Penicillin-binding protein 3 (2 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: 349.41Molecular Weight (Monoisotopic): 349.1096AlogP: 0.10#Rotatable Bonds: 5
Polar Surface Area: 101.73Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 11.78CX Basic pKa: CX LogP: -0.04CX LogD: -0.04
Aromatic Rings: 1Heavy Atoms: 24QED Weighted: 0.73Np Likeness Score: -0.20

References

1. Dave K, Palzkill T, Pratt RF..  (2014)  Neutral β-Lactams Inactivate High Molecular Mass Penicillin-Binding Proteins of Class B1, Including PBP2a of MRSA.,  (2): [PMID:24900789] [10.1021/ml400408c]

Source