(R)-N-Cyclopropyl-1-(3-((2-methyl-1-oxo-1-(piperazin-1-yl)-propan-2-yl)oxy)phenyl)-N-(4-(pyridin-4-yl)benzyl)piperidine-3-carboxamide Hydrochloride salt

ID: ALA4858087

PubChem CID: 164611440

Max Phase: Preclinical

Molecular Formula: C35H44ClN5O3

Molecular Weight: 581.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(Oc1cccc(N2CCC[C@@H](C(=O)N(Cc3ccc(-c4ccncc4)cc3)C3CC3)C2)c1)C(=O)N1CCNCC1.Cl

Standard InChI:  InChI=1S/C35H43N5O3.ClH/c1-35(2,34(42)38-21-18-37-19-22-38)43-32-7-3-6-31(23-32)39-20-4-5-29(25-39)33(41)40(30-12-13-30)24-26-8-10-27(11-9-26)28-14-16-36-17-15-28;/h3,6-11,14-17,23,29-30,37H,4-5,12-13,18-22,24-25H2,1-2H3;1H/t29-;/m1./s1

Standard InChI Key:  JIBASMNNZGWUOQ-XXIQNXCHSA-N

Molfile:  

     RDKit          2D

 44 48  0  0  0  0  0  0  0  0999 V2000
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   16.4203   -7.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1828   -6.5874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.9453   -5.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5328   -5.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9453   -4.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7703   -4.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1828   -5.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7078   -5.1599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2953   -5.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4703   -7.3032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2328   -6.5874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0578   -8.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2328   -8.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8203   -8.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9953   -8.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5828   -8.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.8203   -7.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0083   -8.0180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2452   -7.3027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6518   -8.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4733   -8.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8891   -7.3068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4774   -6.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6498   -6.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2953   -7.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0080   -7.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0080   -6.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7607   -8.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3513   -7.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5298   -7.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1211   -8.0285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5397   -8.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3599   -8.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  5  3  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 12  2  0
  6  7  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13 18  1  0
 19 20  1  0
 19 21  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 23 28  2  0
 20 22  1  0
 15 19  1  6
  9 13  1  0
  3  6  1  0
  5 29  2  0
  5 30  1  0
 30 31  1  0
 30 35  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 20 36  1  0
 37 36  1  0
 38 37  1  0
 36 38  1  0
 26 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 39  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 581.76

Molecular Weight (Monoisotopic): 581.3366

AlogP: 4.75

#Rotatable Bonds: 9

Polar Surface Area: 78.01

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.82

CX LogP: 4.00

CX LogD: 3.43

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.39

Np Likeness Score: -1.49

References

1. Wang Z, Zhang M, Quereda V, Frydman SM, Ming Q, Luca VC, Duckett DR, Ji H..  (2021)  Discovery of an Orally Bioavailable Small-Molecule Inhibitor for the β-Catenin/B-Cell Lymphoma 9 Protein-Protein Interaction.,  64  (16.0): [PMID:34382808] [10.1021/acs.jmedchem.1c00742]

Source

Source(1):

• Scientific Literature