(S)-2-ethyl-N-(4-(2-fluoroacetimidamido)-1-(4-methoxy-1-methyl-1H-benzo[d]imidazol-2-yl)butyl)-3-oxoisoindoline-5-carboxamide

ID: ALA4283755

Chembl Id: CHEMBL4283755

PubChem CID: 145991432

Max Phase: Preclinical

Molecular Formula: C26H31FN6O3

Molecular Weight: 494.57

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCN1Cc2ccc(C(=O)N[C@@H](CCCNC(=N)CF)c3nc4c(OC)cccc4n3C)cc2C1=O

Standard InChI:  InChI=1S/C26H31FN6O3/c1-4-33-15-17-11-10-16(13-18(17)26(33)35)25(34)30-19(7-6-12-29-22(28)14-27)24-31-23-20(32(24)2)8-5-9-21(23)36-3/h5,8-11,13,19H,4,6-7,12,14-15H2,1-3H3,(H2,28,29)(H,30,34)/t19-/m0/s1

Standard InChI Key:  OSTQXEORLQJVRO-IBGZPJMESA-N

Alternative Forms

  1. Parent:

    ALA4283755

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Associated Targets(Human)

PADI2 Tchem Protein-arginine deiminase type-2 (138 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: 494.57Molecular Weight (Monoisotopic): 494.2442AlogP: 3.35#Rotatable Bonds: 10
Polar Surface Area: 112.34Molecular Species: NEUTRALHBA: 6HBD: 3
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 13.68CX Basic pKa: 8.34CX LogP: 1.61CX LogD: 0.63
Aromatic Rings: 3Heavy Atoms: 36QED Weighted: 0.23Np Likeness Score: -0.65

References

1. Tjin CC, Wissner RF, Jamali H, Schepartz A, Ellman JA..  (2018)  Synthesis and Biological Evaluation of an Indazole-Based Selective Protein Arginine Deiminase 4 (PAD4) Inhibitor.,  (10): [PMID:30344909] [10.1021/acsmedchemlett.8b00283]

Source