(4aS,8aR)-2-(1-(2-Aminothieno[2,3-d]pyrimidin-4-yl)azetidin-3-yl)-4-(3,4-dimethoxyphenyl)-4a,5,8,8a-tetrahydrophthalazin-1(2H)-one

ID: ALA4461658

Chembl Id: CHEMBL4461658

PubChem CID: 155528561

Max Phase: Preclinical

Molecular Formula: C25H26N6O3S

Molecular Weight: 490.59

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(C2=NN(C3CN(c4nc(N)nc5sccc45)C3)C(=O)[C@@H]3CC=CC[C@H]23)cc1OC

Standard InChI:  InChI=1S/C25H26N6O3S/c1-33-19-8-7-14(11-20(19)34-2)21-16-5-3-4-6-17(16)24(32)31(29-21)15-12-30(13-15)22-18-9-10-35-23(18)28-25(26)27-22/h3-4,7-11,15-17H,5-6,12-13H2,1-2H3,(H2,26,27,28)/t16-,17+/m0/s1

Standard InChI Key:  TZSRFHRXKKCOOX-DLBZAZTESA-N

Alternative Forms

  1. Parent:

    ALA4461658

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Associated Targets(Human)

PDE4D Tclin Phosphodiesterase 4D (3546 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

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: 490.59Molecular Weight (Monoisotopic): 490.1787AlogP: 3.31#Rotatable Bonds: 5
Polar Surface Area: 106.17Molecular Species: NEUTRALHBA: 9HBD: 1
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 5.95CX LogP: 3.62CX LogD: 3.61
Aromatic Rings: 3Heavy Atoms: 35QED Weighted: 0.55Np Likeness Score: -0.95

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