3',4'-Difluoro-N-(4'-fluoro-2'-methyl-6-((S)-pyrrolidin-3-yloxy)-[1,1'-biphenyl]-3-yl)-6-((S)-pyrrolidin-3-yloxy)-[1,1'-biphenyl]-3-carboxamide dihydrochloride

ID: ALA4744819

PubChem CID: 140856233

Max Phase: Preclinical

Molecular Formula: C34H34Cl2F3N3O3

Molecular Weight: 587.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(F)ccc1-c1cc(NC(=O)c2ccc(O[C@H]3CCNC3)c(-c3ccc(F)c(F)c3)c2)ccc1O[C@H]1CCNC1.Cl.Cl

Standard InChI:  InChI=1S/C34H32F3N3O3.2ClH/c1-20-14-23(35)4-6-27(20)29-17-24(5-9-33(29)43-26-11-13-39-19-26)40-34(41)22-3-8-32(42-25-10-12-38-18-25)28(15-22)21-2-7-30(36)31(37)16-21;;/h2-9,14-17,25-26,38-39H,10-13,18-19H2,1H3,(H,40,41);2*1H/t25-,26-;;/m0../s1

Standard InChI Key:  DORLVZYHNWXLDN-HWTGJJCHSA-N

Molfile:  

     RDKit          2D

 45 48  0  0  0  0  0  0  0  0999 V2000
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   36.3855  -15.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6700  -15.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0954  -15.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8117  -15.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5242  -15.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5215  -14.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8005  -13.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0909  -14.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6676  -14.3294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   36.3860  -18.0452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3858  -18.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6708  -19.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6703  -20.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3852  -20.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   37.0992  -19.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   39.2471  -21.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2418  -20.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5262  -20.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3861  -21.3411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6721  -21.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9206  -21.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3692  -22.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7825  -22.7528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5893  -22.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2339  -13.9046    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.2401  -15.5568    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.5212  -19.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9635  -21.7396    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.8821  -14.1429    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  6  8  1  0
  7 14  1  0
 15 14  1  6
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
  4 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 27 29  1  0
 26 35  1  0
 36 35  1  6
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 36  1  0
 11 41  1  0
 10 42  1  0
 34 43  1  0
 32 44  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: 587.64

Molecular Weight (Monoisotopic): 587.2396

AlogP: 6.48

#Rotatable Bonds: 8

Polar Surface Area: 71.62

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 10.58

CX LogP: 6.15

CX LogD: 0.71

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.22

Np Likeness Score: -0.93

References

1. Zhang M,Wang Z,Zhang Y,Guo W,Ji H.  (2018)  Structure-Based Optimization of Small-Molecule Inhibitors for the β-Catenin/B-Cell Lymphoma 9 Protein-Protein Interaction.,  61  (7): [PMID:29566337] [10.1021/acs.jmedchem.8b00068]

Source

Source(1):

• Scientific Literature