5-(benzyloxy)-N-(2-chlorophenyl)pyrazolo[1,5-a]pyridine-3-carboxamide

ID: ALA1078726

PubChem CID: 46882659

Max Phase: Preclinical

Molecular Formula: C21H16ClN3O2

Molecular Weight: 377.83

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1Cl)c1cnn2ccc(OCc3ccccc3)cc12

Standard InChI:  InChI=1S/C21H16ClN3O2/c22-18-8-4-5-9-19(18)24-21(26)17-13-23-25-11-10-16(12-20(17)25)27-14-15-6-2-1-3-7-15/h1-13H,14H2,(H,24,26)

Standard InChI Key:  UYOQRNSCWIITKH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.7516   -1.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4664   -1.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4646    0.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1800   -0.2797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1802   -1.1107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9707   -1.3673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4590   -0.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9707   -0.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9857    0.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7075    1.2027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2788    1.2287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2938    2.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0203    2.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0356    3.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3305    3.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6040    3.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5922    2.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8716    2.0716    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.0382    0.1290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3238   -0.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6092    0.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6127    0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8990    1.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1836    0.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1865    0.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9008   -0.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
  3  6  1  0
 13 14  2  0
  1  2  1  0
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 15 16  2  0
  6  7  1  0
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  9  5  2  0
  1 20  1  0
  4  1  2  0
 20 21  1  0
  9 10  1  0
 21 22  1  0
  5  6  1  0
 22 23  2  0
 10 11  2  0
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 25 26  1  0
  2  3  2  0
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 27 22  1  0
M  END

Associated Targets(Human)

EPHB3 Tchem Ephrin type-B receptor 3 (1881 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: 377.83Molecular Weight (Monoisotopic): 377.0931AlogP: 4.82#Rotatable Bonds: 5
Polar Surface Area: 55.63Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 0.78CX LogP: 4.77CX LogD: 4.77
Aromatic Rings: 4Heavy Atoms: 27QED Weighted: 0.54Np Likeness Score: -1.68

References

1. Qiao L, Choi S, Case A, Gainer TG, Seyb K, Glicksman MA, Lo DC, Stein RL, Cuny GD..  (2009)  Structure-activity relationship study of EphB3 receptor tyrosine kinase inhibitors.,  19  (21): [PMID:19783434] [10.1016/j.bmcl.2009.09.010]

Source