rac-3-chloro-4-(1-(5,8-difluoroquinolin-4-yl)-2-methyl-4-(4H-1,2,4-triazol-3-yl)-1H-benzo[d]imidazol-6-yl)pyridin-2-amine

ID: ALA4641819

PubChem CID: 134372862

Max Phase: Preclinical

Molecular Formula: C24H15ClF2N8

Molecular Weight: 488.89

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1nc2c(-c3nnc[nH]3)cc(-c3ccnc(N)c3Cl)cc2n1-c1ccnc2c(F)ccc(F)c12

Standard InChI:  InChI=1S/C24H15ClF2N8/c1-11-33-21-14(24-31-10-32-34-24)8-12(13-4-6-30-23(28)20(13)25)9-18(21)35(11)17-5-7-29-22-16(27)3-2-15(26)19(17)22/h2-10H,1H3,(H2,28,30)(H,31,32,34)

Standard InChI Key:  MQDGYLCXXRRDCY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 35 40  0  0  0  0  0  0  0  0999 V2000
   31.4178  -25.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4166  -25.9326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1325  -26.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1307  -24.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8472  -25.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8479  -25.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5644  -26.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2805  -25.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2757  -25.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5587  -24.6845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1283  -23.8638    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.1344  -27.1693    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.5656  -27.1590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8979  -27.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1575  -28.4322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2352  -27.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9808  -28.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5292  -29.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3362  -28.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5919  -28.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0378  -27.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2781  -29.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4928  -30.0827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4930  -30.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2785  -31.1620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7652  -30.4932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0747  -27.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3947  -27.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9432  -28.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7451  -28.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9962  -27.5561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.4389  -26.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6390  -27.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2973  -28.9474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6908  -29.2948    0.0000 Cl  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 10  2  0
 10  5  1  0
  4 11  1  0
  3 12  1  0
 13 14  1  0
 14 15  2  0
 15 17  1  0
 16 13  1  0
  7 13  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 22  2  0
 18 22  1  0
 14 27  1  0
 20 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 30 34  1  0
 29 35  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4641819

    ---

Associated Targets(Human)

PIK3R1 Tchem PI3K p110 beta/p85 alpha (919 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PIK3R1 Tchem PI3-kinase p110-alpha/p85-alpha (2589 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PIK3R1 Tchem PI3-kinase p110-delta/p85-alpha (1508 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PIK3CG Tclin PI3-kinase p110-gamma subunit (5411 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: 488.89Molecular Weight (Monoisotopic): 488.1076AlogP: 5.24#Rotatable Bonds: 3
Polar Surface Area: 111.19Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: 1HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski): 1
CX Acidic pKa: 9.54CX Basic pKa: 5.36CX LogP: 3.45CX LogD: 3.44
Aromatic Rings: 6Heavy Atoms: 35QED Weighted: 0.35Np Likeness Score: -0.89

References

1. Perreault S, Arjmand F, Chandrasekhar J, Hao J, Keegan KS, Koditek D, Lepist EI, Matson CK, McGrath ME, Patel L, Sedillo K, Therrien J, Till NA, Tomkinson A, Treiberg J, Zherebina Y, Phillips G..  (2020)  Discovery of an Atropisomeric PI3Kβ Selective Inhibitor through Optimization of the Hinge Binding Motif.,  11  (6): [PMID:32551006] [10.1021/acsmedchemlett.0c00095]

Source