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(3R*,4R*)-4-((3-Methyl-2-oxo-1,2-dihydro-1,7-naphthyridin-8-yl)amino)-N-((R)-tetrahydro-2H-pyran-3-yl)piperidine-3-carboxamide

ID: ALA4745677

PubChem CID: 162648637

Max Phase: Preclinical

Molecular Formula: C20H27N5O3

Molecular Weight: 385.47

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1cc2ccnc(N[C@@H]3CCNC[C@H]3C(=O)N[C@@H]3CCCOC3)c2[nH]c1=O

Standard InChI:  InChI=1S/C20H27N5O3/c1-12-9-13-4-7-22-18(17(13)25-19(12)26)24-16-5-6-21-10-15(16)20(27)23-14-3-2-8-28-11-14/h4,7,9,14-16,21H,2-3,5-6,8,10-11H2,1H3,(H,22,24)(H,23,27)(H,25,26)/t14-,15-,16-/m1/s1

Standard InChI Key:  STRKXNWUDKIREF-BZUAXINKSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    3.4324  -13.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8490  -14.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8462  -13.2200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1375  -12.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1393  -14.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4304  -14.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7236  -14.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7194  -15.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4283  -15.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1414  -15.2695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0102  -15.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256  -16.4943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5573  -14.4502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2644  -14.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9711  -14.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6761  -14.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6790  -13.2298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9708  -12.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2597  -13.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9686  -15.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2596  -15.6771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6750  -15.6815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3840  -15.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0891  -15.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7960  -15.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8027  -14.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0965  -14.0560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3834  -14.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0
  5  2  2  0
  2  3  1  0
  3  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
  9 12  2  0
  2 13  1  0
 14 13  1  6
 14 15  1  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 15 20  1  1
 20 21  2  0
 20 22  1  0
 23 22  1  1
 23 24  1  0
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4745677

    ---

Associated Targets(Human)

BRD4 Tchem Bromodomain-containing protein 4 (13122 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ATAD2 Tchem ATPase family AAA domain-containing protein 2 (598 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

Calculated Properties

Molecular Weight: 385.47Molecular Weight (Monoisotopic): 385.2114AlogP: 0.92#Rotatable Bonds: 4
Polar Surface Area: 108.14Molecular Species: BASEHBA: 6HBD: 4
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 12.99CX Basic pKa: 9.25CX LogP: -0.07CX LogD: -1.93
Aromatic Rings: 2Heavy Atoms: 28QED Weighted: 0.62Np Likeness Score: -0.54

References

1. Watson RJ,Bamborough P,Barnett H,Chung CW,Davis R,Gordon L,Grandi P,Petretich M,Phillipou A,Prinjha RK,Rioja I,Soden P,Werner T,Demont EH.  (2020)  GSK789: A Selective Inhibitor of the First Bromodomains (BD1) of the Bromo and Extra Terminal Domain (BET) Proteins.,  63  (17): [PMID:32691589] [10.1021/acs.jmedchem.0c00614]

Source