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(R)-7-(2-hydroxyethoxy)-1,3-dimethyl-5-(2-methyl-1H-imidazol-4-yl)-1,3-dihydro-2H-benzo[d]azepin-2-one

ID: ALA5219538

PubChem CID: 168298451

Max Phase: Preclinical

Molecular Formula: C18H21N3O3

Molecular Weight: 327.38

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1nc(C2=CN(C)C(=O)[C@H](C)c3ccc(OCCO)cc32)c[nH]1

Standard InChI:  InChI=1S/C18H21N3O3/c1-11-14-5-4-13(24-7-6-22)8-15(14)16(10-21(3)18(11)23)17-9-19-12(2)20-17/h4-5,8-11,22H,6-7H2,1-3H3,(H,19,20)/t11-/m1/s1

Standard InChI Key:  JKHAONFZTKWYFI-LLVKDONJSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -0.9578    0.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2410    0.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4694    0.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1151    0.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9172    0.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2774    1.0676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9171    1.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1119    1.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4694    1.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427    1.8927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9578    1.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8982    2.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5010    2.3910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1031    1.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9014   -0.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4208   -1.2980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9713   -1.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1741   -1.7766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1308   -0.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6729    0.2383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3880    0.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1031    0.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1031   -0.5874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1850   -2.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  6  5  1  0
  7  6  1  0
  8  7  1  0
  9  8  1  0
  3  9  2  0
  9 10  1  0
 10 11  2  0
 11  1  1  0
  8 12  1  1
  7 13  2  0
  6 14  1  0
 15  4  1  0
 16 15  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 15  2  0
  1 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 17 24  1  0
M  END

Alternative Forms

  1. Parent:

    ALA5219538

    ---

Associated Targets(Human)

BRD4 Tchem Bromodomain-containing protein 4 (13122 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCL2 Tchem C-C motif chemokine 2 (131 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Calculated Properties

Molecular Weight: 327.38Molecular Weight (Monoisotopic): 327.1583AlogP: 2.05#Rotatable Bonds: 4
Polar Surface Area: 78.45Molecular Species: NEUTRALHBA: 4HBD: 2
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 13.76CX Basic pKa: 6.43CX LogP: 0.90CX LogD: 0.86
Aromatic Rings: 2Heavy Atoms: 24QED Weighted: 0.90Np Likeness Score: -0.11

References

1. Humphreys PG, Anderson NA, Bamborough P, Baxter A, Chung CW, Cookson R, Craggs PD, Dalton T, Fournier JCL, Gordon LJ, Gray HF, Gray MW, Gregory R, Hirst DJ, Jamieson C, Jones KL, Kessedjian H, Lugo D, McGonagle G, Patel VK, Patten C, Poole DL, Prinjha RK, Ramirez-Molina C, Rioja I, Seal G, Stafford KAJ, Shah RR, Tape D, Theodoulou NH, Tomlinson L, Ukuser S, Wall ID, Wellaway N, White G..  (2022)  Identification and Optimization of a Ligand-Efficient Benzoazepinone Bromodomain and Extra Terminal (BET) Family Acetyl-Lysine Mimetic into the Oral Candidate Quality Molecule I-BET432.,  65  (22.0): [PMID:36378954] [10.1021/acs.jmedchem.2c01102]

Source