(S)-N-(1-(1H-benzo[d]imidazol-2-yl)-4-(2-chloroacetimidamido)butyl)biphenyl-4-carboxamide

ID: ALA4204476

Chembl Id: CHEMBL4204476

PubChem CID: 129021946

Max Phase: Preclinical

Molecular Formula: C26H26ClN5O

Molecular Weight: 459.98

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  N=C(CCl)NCCC[C@H](NC(=O)c1ccc(-c2ccccc2)cc1)c1nc2ccccc2[nH]1

Standard InChI:  InChI=1S/C26H26ClN5O/c27-17-24(28)29-16-6-11-23(25-30-21-9-4-5-10-22(21)31-25)32-26(33)20-14-12-19(13-15-20)18-7-2-1-3-8-18/h1-5,7-10,12-15,23H,6,11,16-17H2,(H2,28,29)(H,30,31)(H,32,33)/t23-/m0/s1

Standard InChI Key:  YDOAWJHYHGBQFI-QHCPKHFHSA-N

Alternative Forms

  1. Parent:

    ALA4204476

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Associated Targets(Human)

PADI1 Tchem Protein-arginine deiminase type-1 (130 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PADI2 Tchem Protein-arginine deiminase type-2 (138 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PADI3 Tchem Protein-arginine deiminase type-3 (118 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PADI4 Tchem Protein-arginine deiminase type-4 (309 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U2OS (164939 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: 459.98Molecular Weight (Monoisotopic): 459.1826AlogP: 5.29#Rotatable Bonds: 9
Polar Surface Area: 93.66Molecular Species: BASEHBA: 3HBD: 4
#RO5 Violations: 1HBA (Lipinski): 6HBD (Lipinski): 4#RO5 Violations (Lipinski): 1
CX Acidic pKa: 11.41CX Basic pKa: 9.94CX LogP: 4.09CX LogD: 2.07
Aromatic Rings: 4Heavy Atoms: 33QED Weighted: 0.12Np Likeness Score: -0.93

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]
2. Buuh ZY, Lyu Z, Wang RE..  (2018)  Interrogating the Roles of Post-Translational Modifications of Non-Histone Proteins.,  61  (8): [PMID:28505447] [10.1021/acs.jmedchem.6b01817]
3. Yang C, Dong ZZ, Zhang J, Teng D, Luo X, Li D, Zhou Y..  (2021)  Peptidylarginine deiminases 4 as a promising target in drug discovery.,  226  [PMID:34520958] [10.1016/j.ejmech.2021.113840]

Source