(N1-(3-oxoisoindoline)benzoyl-N5-(2-fluoro-1-iminoethyl)-1-(5-methoxy-1-methylbenzo[d]imidazol-2-yl)-L-ornithine)

ID: ALA4202689

Chembl Id: CHEMBL4202689

PubChem CID: 134580790

Max Phase: Preclinical

Molecular Formula: C24H27FN6O3

Molecular Weight: 466.52

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)nc([C@H](CCCNC(=N)CF)NC(=O)c1cccc3c1C(=O)NC3)n2C

Standard InChI:  InChI=1S/C24H27FN6O3/c1-31-19-9-8-15(34-2)11-18(19)29-22(31)17(7-4-10-27-20(26)12-25)30-23(32)16-6-3-5-14-13-28-24(33)21(14)16/h3,5-6,8-9,11,17H,4,7,10,12-13H2,1-2H3,(H2,26,27)(H,28,33)(H,30,32)/t17-/m0/s1

Standard InChI Key:  KFIKEYZGNDJFAU-KRWDZBQOSA-N

Alternative Forms

  1. Parent:

    ALA4202689

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Associated Targets(Human)

PADI2 Tchem Protein-arginine deiminase type-2 (138 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK-293T (167025 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: 466.52Molecular Weight (Monoisotopic): 466.2129AlogP: 2.61#Rotatable Bonds: 9
Polar Surface Area: 121.13Molecular Species: NEUTRALHBA: 6HBD: 4
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 13.18CX Basic pKa: 8.34CX LogP: 1.03CX LogD: 0.05
Aromatic Rings: 3Heavy Atoms: 34QED Weighted: 0.22Np Likeness Score: -0.74

References

1. Muth A, Subramanian V, Beaumont E, Nagar M, Kerry P, McEwan P, Srinath H, Clancy K, Parelkar S, Thompson PR..  (2017)  Development of a Selective Inhibitor of Protein Arginine Deiminase 2.,  60  (7): [PMID:28328217] [10.1021/acs.jmedchem.7b00274]

Source