N-((5,6-dichloro-1H-benzo[d]imidazol-2-yl)methyl)-9-(1-methyl-1H-pyrazol-4-yl)-2-morpholino-9H-purin-6-amine

ID: ALA4877117

Cas Number: 2387704-62-1

PubChem CID: 139600338

Product Number: S414251, Order Now?

Max Phase: Preclinical

Molecular Formula: C21H20Cl2N10O

Molecular Weight: 499.37

Molecule Type: Unknown

Associated Items:

This product is in stock

Names and Identifiers

Canonical SMILES:  Cn1cc(-n2cnc3c(NCc4nc5cc(Cl)c(Cl)cc5[nH]4)nc(N4CCOCC4)nc32)cn1

Standard InChI:  InChI=1S/C21H20Cl2N10O/c1-31-10-12(8-26-31)33-11-25-18-19(29-21(30-20(18)33)32-2-4-34-5-3-32)24-9-17-27-15-6-13(22)14(23)7-16(15)28-17/h6-8,10-11H,2-5,9H2,1H3,(H,27,28)(H,24,29,30)

Standard InChI Key:  FSELUFUYNUNZKD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.2557   -6.2940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2546   -7.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9626   -7.5225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9608   -5.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6695   -6.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6743   -7.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4587   -7.3634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9387   -6.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4509   -6.0315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7177   -8.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2413   -8.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7255   -9.4588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5012   -9.2018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4963   -8.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1652   -9.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5466   -7.5216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8392   -7.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5459   -8.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8379   -8.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1305   -8.3376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1311   -7.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9584   -5.0679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2495   -4.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2470   -3.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9098   -3.3628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5877   -3.3668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8377   -2.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6587   -2.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0653   -1.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6521   -1.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8280   -1.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4251   -1.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0565   -0.4562    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.4137   -0.4683    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  4 22  1  0
 22 23  1  0
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 24 25  2  0
 25 28  1  0
 27 26  1  0
 26 24  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 30 33  1  0
 31 34  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4877117

    SR-4835

Associated Targets(Human)

CSNK1D Tchem Casein kinase I delta (4546 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CSNK1E Tclin Casein kinase I epsilon (1412 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CDK12 Tchem Cyclin-dependent kinase 12 (438 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CDK13 Tchem Cyclin-dependent kinase 13 (570 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U-87 MG (3946 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CDK4 Tclin Cyclin-dependent kinase 4/cyclin D1 (2340 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCND1 Tchem CDK6/cyclin D1 (322 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CDK9 Tchem Cyclin-dependent kinase 9 (2495 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GSK3A Tclin Glycogen synthase kinase-3 alpha (3764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CDK4 Tclin CDK4/Cyclin D3 (681 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AKT1 Tchem Serine/threonine-protein kinase AKT (9192 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AKT2 Tchem Serine/threonine-protein kinase AKT2 (4301 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AKT3 Tchem Serine/threonine-protein kinase AKT3 (3157 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AXL Tchem Tyrosine-protein kinase receptor UFO (3469 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MET Tclin Hepatocyte growth factor receptor (10718 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCND3 Tchem CDK6/cyclin D3 (897 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ERBB2 Tclin Receptor protein-tyrosine kinase erbB-2 (7851 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAPK3 Tchem MAP kinase ERK1 (4725 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAPK1 Tchem MAP kinase ERK2 (25055 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAPK7 Tchem Mitogen-activated protein kinase 7 (929 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAPK15 Tchem Mitogen-activated protein kinase 15 (766 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAP2K1 Tclin Dual specificity mitogen-activated protein kinase kinase 1 (4127 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAP2K2 Tclin Dual specificity mitogen-activated protein kinase kinase 2 (1262 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LRRK2 Tchem Leucine-rich repeat serine/threonine-protein kinase 2 (6390 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SPHK2 Tchem Sphingosine kinase 2 (1579 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PIK3C2B Tchem Phosphatidylinositol-4-phosphate 3-kinase C2 domain-containing beta polypeptide (438 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCNT1 Tchem CDK9/cyclin T1 (2643 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SPHK1 Tchem Sphingosine kinase 1 (1990 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BRAF Tclin Serine/threonine-protein kinase B-raf (11587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRKCB Tchem Protein kinase C beta (4071 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BT-474 (2113 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-453 (1139 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-BR-3 (5175 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-361 (612 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCNK Tbio CDK12/Cyclin K (892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK-293T (167025 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Fibroblast (163371 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U2OS (164939 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CDK2 Tchem Cyclin-dependent kinase 2 (9050 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AURKA Tchem Serine/threonine-protein kinase Aurora-A (10240 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABL1 Tclin Tyrosine-protein kinase ABL (18331 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FGFR3 Tclin Fibroblast growth factor receptor 3 (7811 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BRPF1 Tchem Peregrin (2217 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TRIM24 Tchem Transcription intermediary factor 1-alpha (2087 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BRD4 Tchem Bromodomain-containing protein 4 (13122 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: 499.37Molecular Weight (Monoisotopic): 498.1199AlogP: 3.18#Rotatable Bonds: 5
Polar Surface Area: 114.60Molecular Species: NEUTRALHBA: 10HBD: 2
#RO5 Violations: HBA (Lipinski): 11HBD (Lipinski): 2#RO5 Violations (Lipinski): 1
CX Acidic pKa: 11.15CX Basic pKa: 5.05CX LogP: 2.94CX LogD: 2.94
Aromatic Rings: 5Heavy Atoms: 34QED Weighted: 0.38Np Likeness Score: -1.96

References

1.  (2019)  Small molecule inhibitors of cdk12/cdk13, 
2. Niu T, Li K, Jiang L, Zhou Z, Hong J, Chen X, Dong X, He Q, Cao J, Yang B, Zhu CL..  (2022)  Noncovalent CDK12/13 dual inhibitors-based PROTACs degrade CDK12-Cyclin K complex and induce synthetic lethality with PARP inhibitor.,  228  [PMID:34864331] [10.1016/j.ejmech.2021.114012]
3. Xie Z, Hou S, Yang X, Duan Y, Han J, Wang Q, Liao C..  (2022)  Lessons Learned from Past Cyclin-Dependent Kinase Drug Discovery Efforts.,  65  (9.0): [PMID:35235745] [10.1021/acs.jmedchem.1c02190]
4. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - Multiplex,  [10.6019/CHEMBL5303300]
5. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - IncuCyte,  [10.6019/CHEMBL5303304]
6. EUbOPEN.  (2023)  Tm Shift (DSF) assay results for EUbOPEN Chemogenomics Library,  [10.6019/CHEMBL5308504]