3-Cyclohexyl-N-(4'-fluoro-6-(((S)-pyrrolidin-3-yl)oxy)-[1,1'-biphenyl]-3-yl)-4-(((S)-pyrrolidin-3-yl)oxy)benzamide dihydrochloride

ID: ALA4752772

PubChem CID: 162652881

Max Phase: Preclinical

Molecular Formula: C33H40Cl2FN3O3

Molecular Weight: 543.68

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(C2CCCCC2)c1

Standard InChI:  InChI=1S/C33H38FN3O3.2ClH/c34-25-9-6-23(7-10-25)30-19-26(11-13-32(30)40-28-15-17-36-21-28)37-33(38)24-8-12-31(39-27-14-16-35-20-27)29(18-24)22-4-2-1-3-5-22;;/h6-13,18-19,22,27-28,35-36H,1-5,14-17,20-21H2,(H,37,38);2*1H/t27-,28-;;/m0../s1

Standard InChI Key:  UTZAJFZQSKIFRC-QLBXQKMFSA-N

Molfile:  

     RDKit          2D

 42 45  0  0  0  0  0  0  0  0999 V2000
    2.9170  -11.3437    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5025   -4.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5013   -4.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2168   -5.3740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9339   -4.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9310   -4.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150   -3.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6415   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2125   -2.8939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4961   -2.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4100   -1.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6019   -1.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1911   -2.2097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7455   -2.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2152   -8.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9308   -9.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6483   -8.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6453   -7.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3634   -9.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3647   -9.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0803  -10.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7950   -9.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7896   -9.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0735   -8.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316   -9.9114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2170  -10.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4648   -9.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9130  -10.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3267  -11.3244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1341  -11.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5120  -10.3103    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.3549   -4.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0632   -3.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0640   -2.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3501   -2.4841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6355   -2.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2688   -2.5634    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
 23 18  1  0
 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
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: 543.68

Molecular Weight (Monoisotopic): 543.2897

AlogP: 6.27

#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: 5.82

CX LogD: 0.36

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.31

Np Likeness Score: -0.65

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