4-(6-(4-(4-methylpiperazin-1-yl)phenyl)pyrazolo[1,5-a]pyrimidin-3-yl)quinoline

ID: ALA2385596

PubChem CID: 60182364

Product Number: M608713, Order Now?

Max Phase: Preclinical

Molecular Formula: C26H24N6

Molecular Weight: 420.52

Molecule Type: Small molecule

In stock!

Associated Items:

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc(-c3cnc4c(-c5ccnc6ccccc56)cnn4c3)cc2)CC1

Standard InChI:  InChI=1S/C26H24N6/c1-30-12-14-31(15-13-30)21-8-6-19(7-9-21)20-16-28-26-24(17-29-32(26)18-20)22-10-11-27-25-5-3-2-4-23(22)25/h2-11,16-18H,12-15H2,1H3

Standard InChI Key:  XBGWAKUQSRNWMA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.7444   -4.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4519   -5.2786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   15.2105   -2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7977   -1.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6497   -6.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9058   -7.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7047   -7.4346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9879   -6.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2433   -6.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0374   -6.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5768   -6.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3167   -5.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5233   -5.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Associated Targets(Human)

BMPR1B Tchem Bone morphogenetic protein receptor type-1B (563 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BMPR1A Tchem Bone morphogenetic protein receptor type-1A (678 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACVR1 Tchem Activin receptor type-1 (1516 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACVRL1 Tchem Serine/threonine-protein kinase receptor R3 (538 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BMPR2 Tchem Bone morphogenetic protein receptor type-2 (640 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDR Tclin Vascular endothelial growth factor receptor 2 (20924 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRKAB1 Tchem AMP-activated protein kinase, beta-1 subunit (56 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACVR1B Tchem Activin receptor type-1B (1131 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TGFBR1 Tchem TGF-beta receptor type I (3786 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TGFBR2 Tchem TGF-beta receptor type II (795 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Bmp4 Bone morphogenetic protein 4 (32 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: 420.52Molecular Weight (Monoisotopic): 420.2062AlogP: 4.36#Rotatable Bonds: 3
Polar Surface Area: 49.56Molecular Species: NEUTRALHBA: 6HBD:
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 7.86CX LogP: 4.06CX LogD: 3.47
Aromatic Rings: 5Heavy Atoms: 32QED Weighted: 0.43Np Likeness Score: -1.29

References

1. Engers DW, Frist AY, Lindsley CW, Hong CC, Hopkins CR..  (2013)  Synthesis and structure-activity relationships of a novel and selective bone morphogenetic protein receptor (BMP) inhibitor derived from the pyrazolo[1.5-a]pyrimidine scaffold of dorsomorphin: the discovery of ML347 as an ALK2 versus ALK3 selective MLPCN probe.,  23  (11): [PMID:23639540] [10.1016/j.bmcl.2013.03.113]

Source