rac-methyl 2-(6-bromo-2-methyl-4-phenylquinazolin-3(4H)-yl)acetate

ID: ALA1836554

Chembl Id: CHEMBL1836554

Cas Number: 313242-00-1

PubChem CID: 2862129

Max Phase: Preclinical

Molecular Formula: C18H17BrN2O2

Molecular Weight: 373.25

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COC(=O)CN1C(C)=Nc2ccc(Br)cc2C1c1ccccc1

Standard InChI:  InChI=1S/C18H17BrN2O2/c1-12-20-16-9-8-14(19)10-15(16)18(13-6-4-3-5-7-13)21(12)11-17(22)23-2/h3-10,18H,11H2,1-2H3

Standard InChI Key:  ZWSKQYINLNUCMK-UHFFFAOYSA-N

Associated Targets(Human)

GSR Tclin Glutathione reductase (335 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

TPR Trypanothione reductase (189 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TPR Trypanothione reductase (965 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma brucei brucei (13300 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: 373.25Molecular Weight (Monoisotopic): 372.0473AlogP: 4.08#Rotatable Bonds: 3
Polar Surface Area: 41.90Molecular Species: NEUTRALHBA: 4HBD:
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 7.42CX LogP: 3.56CX LogD: 3.25
Aromatic Rings: 2Heavy Atoms: 23QED Weighted: 0.76Np Likeness Score: -0.73

References

1. Patterson S, Alphey MS, Jones DC, Shanks EJ, Street IP, Frearson JA, Wyatt PG, Gilbert IH, Fairlamb AH..  (2011)  Dihydroquinazolines as a novel class of Trypanosoma brucei trypanothione reductase inhibitors: discovery, synthesis, and characterization of their binding mode by protein crystallography.,  54  (19): [PMID:21851087] [10.1021/jm200312v]

Source