N-(3-((S)-1-((S)-2-(3-(3-amino-3-oxoprop-1-en-2-ylamino)-3-oxoprop-1-en-2-ylcarbamoyl)pyrrolidin-1-yl)-1-oxopropan-2-ylamino)-3-oxoprop-1-en-2-yl)thiazole-4-carboxamide

ID: ALA3263749

Chembl Id: CHEMBL3263749

PubChem CID: 90676928

Max Phase: Preclinical

Molecular Formula: C21H25N7O6S

Molecular Weight: 503.54

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C(NC(=O)C(=C)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)NC(=O)C(=C)NC(=O)c1cscn1)C(N)=O

Standard InChI:  InChI=1S/C21H25N7O6S/c1-10(16(22)29)24-17(30)12(3)26-20(33)15-6-5-7-28(15)21(34)13(4)27-18(31)11(2)25-19(32)14-8-35-9-23-14/h8-9,13,15H,1-3,5-7H2,4H3,(H2,22,29)(H,24,30)(H,25,32)(H,26,33)(H,27,31)/t13-,15-/m0/s1

Standard InChI Key:  GNQDLGUFFHLYQE-ZFWWWQNUSA-N

Associated Targets(non-human)

Micrococcus luteus (7463 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cutibacterium acnes (887 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 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: 503.54Molecular Weight (Monoisotopic): 503.1587AlogP: -1.37#Rotatable Bonds: 10
Polar Surface Area: 192.69Molecular Species: NEUTRALHBA: 8HBD: 5
#RO5 Violations: 1HBA (Lipinski): 13HBD (Lipinski): 6#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.62CX Basic pKa: CX LogP: -2.67CX LogD: -2.67
Aromatic Rings: 1Heavy Atoms: 35QED Weighted: 0.24Np Likeness Score: -1.00

References

1. Just-Baringo X, Bruno P, Pitart C, Vila J, Albericio F, Álvarez M..  (2014)  Dissecting the structure of thiopeptides: assessment of thiazoline and tail moieties of baringolin and antibacterial activity optimization.,  57  (10): [PMID:24738558] [10.1021/jm500062g]

Source