4-{[3-Methyl-2-oxo-1-(6-quinolyl)pyrrolidin-3-yl]amino}-benzenecarbohydroxamicAcid

ID: ALA3415628

Chembl Id: CHEMBL3415628

PubChem CID: 57524107

Max Phase: Preclinical

Molecular Formula: C21H20N4O3

Molecular Weight: 376.42

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC1(Nc2ccc(C(=O)NO)cc2)CCN(c2ccc3ncccc3c2)C1=O

Standard InChI:  InChI=1S/C21H20N4O3/c1-21(23-16-6-4-14(5-7-16)19(26)24-28)10-12-25(20(21)27)17-8-9-18-15(13-17)3-2-11-22-18/h2-9,11,13,23,28H,10,12H2,1H3,(H,24,26)

Standard InChI Key:  RSKIXUXUCRJFFV-UHFFFAOYSA-N

Associated Targets(Human)

HDAC6 Tclin Histone deacetylase 6 (20808 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HDAC1 Tclin Histone deacetylase 1 (10854 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HDAC8 Tclin Histone deacetylase 8 (4516 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HDAC1 Tclin Histone deacetylase 1/2/3/6 (89 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: 376.42Molecular Weight (Monoisotopic): 376.1535AlogP: 2.96#Rotatable Bonds: 4
Polar Surface Area: 94.56Molecular Species: NEUTRALHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 9.24CX Basic pKa: 4.46CX LogP: 1.76CX LogD: 1.75
Aromatic Rings: 3Heavy Atoms: 28QED Weighted: 0.48Np Likeness Score: -0.98

References

1. Lin X, Chen W, Qiu Z, Guo L, Zhu W, Li W, Wang Z, Zhang W, Zhang Z, Rong Y, Zhang M, Yu L, Zhong S, Zhao R, Wu X, Wong JC, Tang G..  (2015)  Design and synthesis of orally bioavailable aminopyrrolidinone histone deacetylase 6 inhibitors.,  58  (6): [PMID:25734520] [10.1021/jm502011f]

Source