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

ID: ALA4791540

PubChem CID: 162671190

Max Phase: Preclinical

Molecular Formula: C24H21ClN2O4

Molecular Weight: 436.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1ccccc1NC(=O)c1cccc(-c2ccc(Cl)c(OC3CNC3)c2)c1

Standard InChI:  InChI=1S/C24H21ClN2O4/c25-20-9-8-16(11-22(20)31-19-13-26-14-19)15-5-3-6-18(10-15)24(30)27-21-7-2-1-4-17(21)12-23(28)29/h1-11,19,26H,12-14H2,(H,27,30)(H,28,29)

Standard InChI Key:  SVUPYKWBLAHAJY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.3099  -19.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0179  -19.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276  -19.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7248  -18.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0162  -18.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0196  -20.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102  -21.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096  -22.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0178  -22.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7279  -22.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4309  -18.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1402  -18.7617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4279  -17.5386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0187  -23.2651    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8463  -18.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5540  -18.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2571  -17.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5428  -17.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8401  -17.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5551  -19.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2633  -19.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2643  -20.8018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9705  -19.5751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4370  -22.4414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1433  -22.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9286  -22.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375  -21.4524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3475  -21.2435    0.0000 C   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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  9 10  2  0
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  3  7  1  0
  5 13  1  0
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 19 20  2  0
 20 21  1  0
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 24 25  2  0
 24 26  1  0
 11 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791540

   ---

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: 436.90

Molecular Weight (Monoisotopic): 436.1190

AlogP: 4.24

#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: 8.53

CX LogP: 1.85

CX LogD: 1.82

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.52

Np Likeness Score: -0.89

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