N-(2-chloro-6-methylphenyl)-2-((6-(4-(3-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)oxy)acetamido)propyl)piperazin-1-yl)-2-methylpyrimidin-4-yl)amino)thiazole-5-carboxamide

ID: ALA5271340

Chembl Id: CHEMBL5271340

Max Phase: Preclinical

Molecular Formula: C38H39ClN10O7S

Molecular Weight: 815.31

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1nc(Nc2ncc(C(=O)Nc3c(C)cccc3Cl)s2)cc(N2CCN(CCCNC(=O)COc3cccc4c3C(=O)N(C3CCC(=O)NC3=O)C4=O)CC2)n1

Standard InChI:  InChI=1S/C38H39ClN10O7S/c1-21-6-3-8-24(39)33(21)46-35(53)27-19-41-38(57-27)44-28-18-29(43-22(2)42-28)48-16-14-47(15-17-48)13-5-12-40-31(51)20-56-26-9-4-7-23-32(26)37(55)49(36(23)54)25-10-11-30(50)45-34(25)52/h3-4,6-9,18-19,25H,5,10-17,20H2,1-2H3,(H,40,51)(H,46,53)(H,45,50,52)(H,41,42,43,44)

Standard InChI Key:  UTSJZOKCLVAKMH-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA5271340

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Associated Targets(Human)

CRBN Tclin Protein cereblon/DNA damage-binding protein 1 (47 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KOPTK1 (43 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LCK Tclin Tyrosine-protein kinase LCK (9212 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GSPT1 Tbio Eukaryotic peptide chain release factor GTP-binding subunit ERF3A (99 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: 815.31Molecular Weight (Monoisotopic): 814.2412AlogP: 3.31#Rotatable Bonds: 13
Polar Surface Area: 208.16Molecular Species: BASEHBA: 14HBD: 4
#RO5 Violations: 2HBA (Lipinski): 17HBD (Lipinski): 4#RO5 Violations (Lipinski): 2
CX Acidic pKa: 8.49CX Basic pKa: 8.53CX LogP: 3.01CX LogD: 2.90
Aromatic Rings: 4Heavy Atoms: 57QED Weighted: 0.11Np Likeness Score: -1.69

References

1. Jarusiewicz JA, Yoshimura S, Mayasundari A, Actis M, Aggarwal A, McGowan K, Yang L, Li Y, Fu X, Mishra V, Heath R, Narina S, Pruett-Miller SM, Nishiguchi G, Yang JJ, Rankovic Z..  (2023)  Phenyl Dihydrouracil: An Alternative Cereblon Binder for PROTAC Design.,  14  (2.0): [PMID:36793425] [10.1021/acsmedchemlett.2c00436]

Source