N-(4'-Fluoro-6-(((S)-pyrrolidin-3-yl)oxy)-[1,1'-biphenyl]-3-yl)-6-(((S)-pyrrolidin-3-yl)oxy)-2',3',4',5'-tetrahydro-[1,1'-biphenyl]-3-carboxamide dihydrochloride

ID: ALA4740432

PubChem CID: 156472870

Max Phase: Preclinical

Molecular Formula: C33H38Cl2FN3O3

Molecular Weight: 541.67

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(C2=CCCCC2)c1

Standard InChI:  InChI=1S/C33H36FN3O3.2ClH/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;;/h4,6-13,18-19,27-28,35-36H,1-3,5,14-17,20-21H2,(H,37,38);2*1H/t27-,28-;;/m0../s1

Standard InChI Key:  JIIFBRCJVCUSOO-QLBXQKMFSA-N

Molfile:  

     RDKit          2D

 42 45  0  0  0  0  0  0  0  0999 V2000
    2.9170  -23.1000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3063  -16.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3052  -16.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0206  -17.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7377  -16.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7348  -16.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188  -15.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4453  -15.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0164  -14.8580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3001  -14.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2139  -13.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4058  -13.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9950  -14.1740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5494  -14.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0204  -18.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3052  -18.5765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7352  -19.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0196  -19.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0190  -20.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7346  -21.0497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4520  -20.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4491  -19.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1671  -21.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1684  -21.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8841  -22.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5987  -21.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5934  -21.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8772  -20.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7355  -21.8754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0208  -22.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2688  -21.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7169  -22.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1305  -23.2882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9379  -23.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3157  -22.2742    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1547  -16.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8631  -15.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8638  -14.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1499  -14.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4354  -14.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1509  -14.7911    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  2  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: 541.67

Molecular Weight (Monoisotopic): 541.2741

AlogP: 6.18

#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: 5.56

CX LogD: 0.10

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.32

Np Likeness Score: -0.58

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