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

ID: ALA4783334

PubChem CID: 162665674

Max Phase: Preclinical

Molecular Formula: C25H23ClN2O4

Molecular Weight: 450.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1ccccc1NC(=O)c1cccc(-c2ccc(Cl)c(OC3CCNC3)c2)c1

Standard InChI:  InChI=1S/C25H23ClN2O4/c26-21-9-8-17(13-23(21)32-20-10-11-27-15-20)16-5-3-6-19(12-16)25(31)28-22-7-2-1-4-18(22)14-24(29)30/h1-9,12-13,20,27H,10-11,14-15H2,(H,28,31)(H,29,30)

Standard InChI Key:  KZUHMJVXTGQROA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.8392  -16.1394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4300  -21.8660    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   14.6756  -19.4027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3818  -18.1760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8483  -21.0423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5546  -20.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3000  -20.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8448  -20.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4339  -19.6406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6352  -19.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 11 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4783334

   ---

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: 450.92

Molecular Weight (Monoisotopic): 450.1346

AlogP: 4.63

#Rotatable Bonds: 7

Polar Surface Area: 87.66

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.77

CX Basic pKa: 10.26

CX LogP: 1.91

CX LogD: 1.91

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: -0.81

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