(R)-2-(2-(4'-Chloro-2-fluoro-3'-(piperidin-3-yloxy)-[1,1'-biphenyl]-3-carboxamido)phenyl)acetic acid

ID: ALA4755411

PubChem CID: 162656033

Max Phase: Preclinical

Molecular Formula: C26H24ClFN2O4

Molecular Weight: 482.94

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1ccccc1NC(=O)c1cccc(-c2ccc(Cl)c(O[C@@H]3CCCNC3)c2)c1F

Standard InChI:  InChI=1S/C26H24ClFN2O4/c27-21-11-10-16(13-23(21)34-18-6-4-12-29-15-18)19-7-3-8-20(25(19)28)26(33)30-22-9-2-1-5-17(22)14-24(31)32/h1-3,5,7-11,13,18,29H,4,6,12,14-15H2,(H,30,33)(H,31,32)/t18-/m1/s1

Standard InChI Key:  ICVHWNVCRBWIQT-GOSISDBHSA-N

Molfile:  

 
     RDKit          2D

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   30.6916  -18.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3997  -19.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1093  -18.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.6914  -21.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.8127  -17.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.8096  -16.5810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4004  -22.3076    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   34.9368  -18.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6450  -19.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6461  -19.8443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.3522  -18.6176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8187  -21.4839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5251  -21.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2286  -21.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9329  -21.0756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9344  -20.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2255  -19.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5151  -20.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8177  -19.0396    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
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  6  1  1  0
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 19 20  2  0
 20 21  1  0
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 22 17  1  0
 18 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 11 27  1  0
 28 27  1  6
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
  4 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755411

   ---

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: 482.94

Molecular Weight (Monoisotopic): 482.1409

AlogP: 5.16

#Rotatable Bonds: 7

Polar Surface Area: 87.66

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.69

CX Basic pKa: 9.42

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: -0.83

References

1. Velcicky J,Wilcken R,Cotesta S,Janser P,Schlapbach A,Wagner T,Piechon P,Villard F,Bouhelal R,Piller F,Harlfinger S,Stringer R,Fehlmann D,Kaupmann K,Littlewood-Evans A,Haffke M,Gommermann N.  (2020)  Discovery and Optimization of Novel SUCNR1 Inhibitors: Design of Zwitterionic Derivatives with a Salt Bridge for the Improvement of Oral Exposure.,  63  (17): [PMID:32856916] [10.1021/acs.jmedchem.0c01020]

Source

Source(1):

• Scientific Literature