N-(4'-Fluoro-6-(((S)-pyrrolidin-3-yl)oxy)-[1,1'-biphenyl]-3-yl)-4-(((S)-pyrrolidin-3-yl)oxy)-3-(4-(trifluoromethyl)cyclohexyl)benzamide dihydrocholoride

ID: ALA4741350

PubChem CID: 156472865

Max Phase: Preclinical

Molecular Formula: C34H39Cl2F4N3O3

Molecular Weight: 611.68

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(C(F)(F)F)CC2)c1

Standard InChI:  InChI=1S/C34H37F4N3O3.2ClH/c35-25-8-3-22(4-9-25)30-18-26(10-12-32(30)44-28-14-16-40-20-28)41-33(42)23-5-11-31(43-27-13-15-39-19-27)29(17-23)21-1-6-24(7-2-21)34(36,37)38;;/h3-5,8-12,17-18,21,24,27-28,39-40H,1-2,6-7,13-16,19-20H2,(H,41,42);2*1H/t21?,24?,27-,28-;;/m0../s1

Standard InChI Key:  MYGGVUPLFLLFHT-KNBIDVKVSA-N

Molfile:  

     RDKit          2D

 46 49  0  0  0  0  0  0  0  0999 V2000
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   15.8905   -3.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3170   -3.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8881   -3.1106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1717   -2.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0856   -1.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2775   -1.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8667   -2.4265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4211   -3.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.1404  -10.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5886  -10.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0023  -11.5409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8097  -11.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1875  -10.5269    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.0304   -4.3447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7387   -3.9339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7395   -3.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0256   -2.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3111   -3.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4543   -2.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1696   -3.1104    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.4539   -1.8723    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.1671   -2.2770    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2295   -2.8286    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
  6  8  1  0
  7  9  1  0
 10  9  1  6
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 10  1  0
  4 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
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 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 22 24  1  0
 21 30  1  0
 31 30  1  6
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 31  1  0
 27 36  1  0
  8 37  1  0
  8 41  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 39 42  1  0
 42 43  1  0
 42 44  1  0
 42 45  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: 611.68

Molecular Weight (Monoisotopic): 611.2771

AlogP: 7.06

#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: 10.59

CX LogP: 6.39

CX LogD: 0.92

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.24

Np Likeness Score: -0.70

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