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

ID: ALA4860362

PubChem CID: 164612000

Max Phase: Preclinical

Molecular Formula: C34H43ClN4O3S

Molecular Weight: 586.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(Oc1cccc(N2CCC[C@@H](C(=O)N(Cc3ccc(-c4ccsc4)cc3)C3CC3)C2)c1)C(=O)N1CCNCC1.Cl

Standard InChI:  InChI=1S/C34H42N4O3S.ClH/c1-34(2,33(40)36-18-15-35-16-19-36)41-31-7-3-6-30(21-31)37-17-4-5-27(23-37)32(39)38(29-12-13-29)22-25-8-10-26(11-9-25)28-14-20-42-24-28;/h3,6-11,14,20-21,24,27,29,35H,4-5,12-13,15-19,22-23H2,1-2H3;1H/t27-;/m1./s1

Standard InChI Key:  RPVKNBRFRTVRGO-HZPIKELBSA-N

Molfile:  

     RDKit          2D

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   15.7328   -7.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4953   -6.4332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0828   -5.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2578   -5.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8453   -5.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2578   -4.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0828   -4.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4953   -5.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5453   -6.4332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5453   -7.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1328   -8.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3078   -8.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.3208   -7.8638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5578   -7.1486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9643   -7.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7858   -7.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2016   -7.1526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7899   -6.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9623   -6.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0732   -7.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5867   -7.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8058   -7.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8094   -8.2890    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5926   -8.5394    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
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 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
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 36 38  1  0
 26 39  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
 43 39  2  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: 586.80

Molecular Weight (Monoisotopic): 586.2978

AlogP: 5.41

#Rotatable Bonds: 9

Polar Surface Area: 65.12

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.82

CX LogP: 4.99

CX LogD: 4.43

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.36

Np Likeness Score: -1.84

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