3',4'-Difluoro-6-(((S)-pyrrolidin-3-yl)oxy)-N-(6-(((R)-pyrrolidin-3-yl)oxy)-3'-(2H-tetrazol-5-yl)-[1,1'-biphenyl]-3-yl)-[1,1'-biphenyl]-3-carboxamide Dihydrochloride

ID: ALA4762534

PubChem CID: 156151724

Max Phase: Preclinical

Molecular Formula: C34H33Cl2F2N7O3

Molecular Weight: 623.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.Cl.O=C(Nc1ccc(O[C@@H]2CCNC2)c(-c2cccc(-c3nn[nH]n3)c2)c1)c1ccc(O[C@H]2CCNC2)c(-c2ccc(F)c(F)c2)c1

Standard InChI:  InChI=1S/C34H31F2N7O3.2ClH/c35-29-7-4-21(16-30(29)36)27-15-23(5-8-31(27)45-25-10-12-37-18-25)34(44)39-24-6-9-32(46-26-11-13-38-19-26)28(17-24)20-2-1-3-22(14-20)33-40-42-43-41-33;;/h1-9,14-17,25-26,37-38H,10-13,18-19H2,(H,39,44)(H,40,41,42,43);2*1H/t25-,26+;;/m0../s1

Standard InChI Key:  FFEPHCHAWQYJQR-WDBMUBOCSA-N

Molfile:  

     RDKit          2D

 48 52  0  0  0  0  0  0  0  0999 V2000
   12.5518  -10.1357    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.0043   -3.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.7138   -2.1124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.9119   -0.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1044   -0.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6940   -1.4288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   14.6354  -10.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.5570   -2.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8385   -1.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1321   -2.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2692   -1.6915    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.2762   -3.3406    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.9995   -7.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7556   -8.1930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3035   -7.5760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8860   -6.8642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0802   -7.0414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -2.0330    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
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 27 28  1  0
 28 29  2  0
 29 24  1  0
 22 24  1  0
 21 30  1  0
 31 30  1  1
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 31  1  0
  8 36  2  0
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 37 38  2  0
 38 39  1  0
 39 40  2  0
 40  8  1  0
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 37 42  1  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  1  0
 47 43  2  0
 28 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: 623.66

Molecular Weight (Monoisotopic): 623.2456

AlogP: 5.21

#Rotatable Bonds: 9

Polar Surface Area: 126.08

Molecular Species: ZWITTERION

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.90

CX Basic pKa: 10.58

CX LogP: 3.34

CX LogD: 0.99

Aromatic Rings: 5

Heavy Atoms: 46

QED Weighted: 0.18

Np Likeness Score: -1.14

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