3',4'-difluoro-N-(4'-fluoro-6-((R)-pyrrolidin-3-yloxy)biphenyl-3-yl)-6-((S)-pyrrolidin-3-yloxy)biphenyl-3-carboxamide dihydrochloride

ID: ALA4584851

PubChem CID: 155562257

Max Phase: Preclinical

Molecular Formula: C33H32Cl2F3N3O3

Molecular Weight: 573.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.Cl.O=C(Nc1ccc(O[C@@H]2CCNC2)c(-c2ccc(F)cc2)c1)c1ccc(O[C@H]2CCNC2)c(-c2ccc(F)c(F)c2)c1

Standard InChI:  InChI=1S/C33H30F3N3O3.2ClH/c34-23-5-1-20(2-6-23)28-17-24(7-10-32(28)42-26-12-14-38-19-26)39-33(40)22-4-9-31(41-25-11-13-37-18-25)27(15-22)21-3-8-29(35)30(36)16-21;;/h1-10,15-17,25-26,37-38H,11-14,18-19H2,(H,39,40);2*1H/t25-,26+;;/m0../s1

Standard InChI Key:  XSSFZCLVXBYISR-WDBMUBOCSA-N

Molfile:  

     RDKit          2D

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    4.7822   -9.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4979  -10.2948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9298   -9.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7819   -4.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3589  -10.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2110   -8.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1697   -1.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6448  -10.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4978   -6.9991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2140   -9.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6379   -9.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7827   -8.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0689   -5.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4976   -7.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4970   -9.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4769  -10.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8902  -11.7047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9298  -10.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4973   -4.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7837   -5.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7835   -6.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0753  -10.6934    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7794   -3.2833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0700   -4.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3535   -9.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0689   -6.9988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0282  -10.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -4.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0637   -2.8729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9229   -4.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6353   -4.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6327   -3.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9118   -2.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2023   -3.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3384   -2.8596    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.3443   -4.5039    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.3428   -9.4171    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  8 15  1  0
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  4 25  2  0
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  7 21  1  0
 28 10  1  0
 15 19  1  0
  6 29  1  0
  2 22  2  0
  6 32  1  0
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  9  6  2  0
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 35 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
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 39 42  1  0
 38 43  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: 573.62

Molecular Weight (Monoisotopic): 573.2239

AlogP: 6.17

#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: 5.64

CX LogD: 0.19

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.24

Np Likeness Score: -0.91

References

1.  (2018)  Substituted n-([1,1''-biphenyl]-3-yl)-[1,1''-biphenyl]-3-carboxamide analogs as inhibitors for beta-catenin/b-cell lymphoma 9 interactions, 

Source

Source(1):

• Patent Bioactivity Data