7-[(4-Fluorophenyl)methyl]-5-piperidin-1-yl-2,6,8,9-tetrahydropyrazolo[3,4-c][2,7]naphthyridin-1-amine

ID: ALA1199153

Max Phase: Preclinical

Molecular Formula: C21H25FN6

Molecular Weight: 380.47

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  Nc1n[nH]c2nc(N3CCCCC3)c3c(c12)CCN(Cc1ccc(F)cc1)C3

Standard InChI:  InChI=1S/C21H25FN6/c22-15-6-4-14(5-7-15)12-27-11-8-16-17(13-27)21(28-9-2-1-3-10-28)24-20-18(16)19(23)25-26-20/h4-7H,1-3,8-13H2,(H3,23,24,25,26)

Standard InChI Key:  CZXWFPDCLBUEGE-UHFFFAOYSA-N

Associated Targets(Human)

BRS3 Tchem Bombesin receptor subtype-3 (700 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Brs3 Bombesin receptor subtype-3 (78 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

Properties

Molecular Weight: 380.47Molecular Weight (Monoisotopic): 380.2125AlogP: 3.23#Rotatable Bonds: 3
Polar Surface Area: 74.07Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: 0HBA (Lipinski): 6HBD (Lipinski): 3#RO5 Violations (Lipinski): 0
CX Acidic pKa: CX Basic pKa: 5.49CX LogP: 3.61CX LogD: 3.61
Aromatic Rings: 3Heavy Atoms: 28QED Weighted: 0.73Np Likeness Score: -1.38

References

1. Guo C, Guzzo PR, Hadden M, Sargent BJ, Yet L, Kan Y, Palyha O, Kelly TM, Guan X, Rosko K, Gagen K, Metzger JM, Dragovic J, Lyons K, Lin LS, Nargund RP..  (2010)  Synthesis of 7-benzyl-5-(piperidin-1-yl)-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c][2,7]naphthyridin-1-ylamine and its analogs as bombesin receptor subtype-3 agonists.,  20  (9): [PMID:20371178] [10.1016/j.bmcl.2010.03.065]

Source