3-(2-(4-((4aS,8aR)-4-(3,4-Difluorophenyl)-1-oxo-4a,5,6,7,8,8a-hexahydrophthalazin-2(1H)-yl)piperidin-1-yl)-2-oxoethyl)-3-azaspiro[5.5]undecane-2,4-dione

ID: ALA4454346

Chembl Id: CHEMBL4454346

PubChem CID: 155524019

Max Phase: Preclinical

Molecular Formula: C31H38F2N4O4

Molecular Weight: 568.67

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(CN1C(=O)CC2(CCCCC2)CC1=O)N1CCC(N2N=C(c3ccc(F)c(F)c3)[C@H]3CCCC[C@H]3C2=O)CC1

Standard InChI:  InChI=1S/C31H38F2N4O4/c32-24-9-8-20(16-25(24)33)29-22-6-2-3-7-23(22)30(41)37(34-29)21-10-14-35(15-11-21)28(40)19-36-26(38)17-31(18-27(36)39)12-4-1-5-13-31/h8-9,16,21-23H,1-7,10-15,17-19H2/t22-,23+/m0/s1

Standard InChI Key:  ZCQNAIITIZFOJY-XZOQPEGZSA-N

Alternative Forms

  1. Parent:

    ALA4454346

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Associated Targets(non-human)

Trypanosoma brucei (78846 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDEB1 Class 1 phosphodiesterase PDEB1 (291 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 568.67Molecular Weight (Monoisotopic): 568.2861AlogP: 4.41#Rotatable Bonds: 4
Polar Surface Area: 90.36Molecular Species: NEUTRALHBA: 5HBD:
#RO5 Violations: 1HBA (Lipinski): 8HBD (Lipinski): #RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: 0.51CX LogP: 3.11CX LogD: 3.11
Aromatic Rings: 1Heavy Atoms: 41QED Weighted: 0.50Np Likeness Score: -0.97

References

1. Salado IG, Singh AK, Moreno-Cinos C, Sakaine G, Siderius M, Van der Veken P, Matheeussen A, van der Meer T, Sadek P, Gul S, Maes L, Sterk GJ, Leurs R, Brown D, Augustyns K..  (2020)  Lead Optimization of Phthalazinone Phosphodiesterase Inhibitors as Novel Antitrypanosomal Compounds.,  63  (7): [PMID:32196340] [10.1021/acs.jmedchem.9b00985]

Source