5-chloro-2-[3-(4-chlorophenyl)-2-methylsulfanyl-propionylamino]benzoic acid

ID: ALA383810

Chembl Id: CHEMBL383810

PubChem CID: 11617907

Max Phase: Preclinical

Molecular Formula: C17H15Cl2NO3S

Molecular Weight: 384.28

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CSC(Cc1ccc(Cl)cc1)C(=O)Nc1ccc(Cl)cc1C(=O)O

Standard InChI:  InChI=1S/C17H15Cl2NO3S/c1-24-15(8-10-2-4-11(18)5-3-10)16(21)20-14-7-6-12(19)9-13(14)17(22)23/h2-7,9,15H,8H2,1H3,(H,20,21)(H,22,23)

Standard InChI Key:  GWLCCOWVBUEMSV-UHFFFAOYSA-N

Associated Targets(Human)

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HSD17B4 Tbio Peroxisomal multifunctional enzyme type 2 (123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

acpS Holo-[acyl-carrieir-protein] synthase (27 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus subtilis (32866 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
Streptococcus pneumoniae (31063 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida albicans (78123 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: 384.28Molecular Weight (Monoisotopic): 383.0150AlogP: 4.60#Rotatable Bonds: 6
Polar Surface Area: 66.40Molecular Species: ACIDHBA: 3HBD: 2
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 3.37CX Basic pKa: CX LogP: 5.57CX LogD: 2.15
Aromatic Rings: 2Heavy Atoms: 24QED Weighted: 0.76Np Likeness Score: -0.91

References

1. Joseph-McCarthy D, Parris K, Huang A, Failli A, Quagliato D, Dushin EG, Novikova E, Severina E, Tuckman M, Petersen PJ, Dean C, Fritz CC, Meshulam T, DeCenzo M, Dick L, McFadyen IJ, Somers WS, Lovering F, Gilbert AM..  (2005)  Use of structure-based drug design approaches to obtain novel anthranilic acid acyl carrier protein synthase inhibitors.,  48  (25): [PMID:16335920] [10.1021/jm050523n]
2. Foley TL, Rai G, Yasgar A, Daniel T, Baker HL, Attene-Ramos M, Kosa NM, Leister W, Burkart MD, Jadhav A, Simeonov A, Maloney DJ..  (2014)  4-(3-Chloro-5-(trifluoromethyl)pyridin-2-yl)-N-(4-methoxypyridin-2-yl)piperazine-1-carbothioamide (ML267), a potent inhibitor of bacterial phosphopantetheinyl transferase that attenuates secondary metabolism and thwarts bacterial growth.,  57  (3): [PMID:24450337] [10.1021/jm401752p]
3. PubChem BioAssay data set,