4-(3-aminophenoxy)-N-(4-morpholinophenyl)-5-(pyridin-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine

ID: ALA4559339

PubChem CID: 155558028

Max Phase: Preclinical

Molecular Formula: C27H25N7O2

Molecular Weight: 479.54

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Nc1cccc(Oc2nc(Nc3ccc(N4CCOCC4)cc3)nc3[nH]cc(-c4ccncc4)c23)c1

Standard InChI:  InChI=1S/C27H25N7O2/c28-19-2-1-3-22(16-19)36-26-24-23(18-8-10-29-11-9-18)17-30-25(24)32-27(33-26)31-20-4-6-21(7-5-20)34-12-14-35-15-13-34/h1-11,16-17H,12-15,28H2,(H2,30,31,32,33)

Standard InChI Key:  JYOOIMSFIFWTGN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 41  0  0  0  0  0  0  0  0999 V2000
    6.4205  -15.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4194  -16.7547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1274  -17.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1257  -15.5263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8343  -15.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8391  -16.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6191  -16.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0965  -16.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6114  -15.6741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7127  -15.5268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0051  -15.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2974  -15.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5903  -15.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5901  -16.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3029  -17.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0071  -16.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8830  -17.1612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1285  -17.9809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4213  -18.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1762  -16.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4713  -17.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4683  -17.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1765  -18.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876  -17.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7163  -17.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0096  -18.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0102  -19.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7235  -19.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4272  -19.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8748  -17.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3298  -18.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5863  -19.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3874  -19.3211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9315  -18.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6721  -17.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7274  -20.4337    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  1 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  1  0
  3 18  1  0
 18 19  1  0
 17 20  1  0
 17 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 19 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 19  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
  7 30  1  0
 28 36  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4559339

    ---

Associated Targets(Human)

ITK Tclin Tyrosine-protein kinase ITK/TSK (3699 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: 479.54Molecular Weight (Monoisotopic): 479.2070AlogP: 4.97#Rotatable Bonds: 6
Polar Surface Area: 114.21Molecular Species: NEUTRALHBA: 8HBD: 3
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 12.25CX Basic pKa: 4.90CX LogP: 4.22CX LogD: 4.22
Aromatic Rings: 5Heavy Atoms: 36QED Weighted: 0.29Np Likeness Score: -1.26

References

1. Tang G, Liu L, Wang X, Pan Z..  (2019)  Discovery of 7H-pyrrolo[2,3-d]pyrimidine derivatives as selective covalent irreversible inhibitors of interleukin-2-inducible T-cell kinase (Itk).,  173  [PMID:30999237] [10.1016/j.ejmech.2019.03.055]

Source