3-(3-(3,4-Dichlorophenyl)-4-(phenethylcarbamoyl)-1H-pyrazol-1-yl)propanoic acid

ID: ALA5082195

PubChem CID: 146676947

Max Phase: Preclinical

Molecular Formula: C21H19Cl2N3O3

Molecular Weight: 432.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CCn1cc(C(=O)NCCc2ccccc2)c(-c2ccc(Cl)c(Cl)c2)n1

Standard InChI:  InChI=1S/C21H19Cl2N3O3/c22-17-7-6-15(12-18(17)23)20-16(13-26(25-20)11-9-19(27)28)21(29)24-10-8-14-4-2-1-3-5-14/h1-7,12-13H,8-11H2,(H,24,29)(H,27,28)

Standard InChI Key:  WJCVJAAKDIWERJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.2011   -5.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0183   -5.7699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2727   -4.9932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6097   -4.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9510   -4.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7204   -6.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9069   -6.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4259   -6.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7572   -7.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5743   -7.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0517   -7.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1736   -4.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0034   -3.9418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2261   -3.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0558   -2.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5666   -5.2881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2769   -8.4082    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.9084   -8.5772    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   37.0502   -4.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6567   -5.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4343   -5.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2818   -2.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0408   -5.5856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1105   -1.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3373   -1.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7352   -2.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9114   -2.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6844   -3.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6053   -4.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  1  6  1  0
  5 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  2  0
  9 17  1  0
 10 18  1  0
  3 19  1  0
 19 20  1  0
 20 21  1  0
 22 15  1  0
 21 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 22  1  0
 21 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5082195

   ---

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: 432.31

Molecular Weight (Monoisotopic): 431.0803

AlogP: 4.30

#Rotatable Bonds: 8

Polar Surface Area: 84.22

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.82

CX Basic pKa: 1.58

CX LogP: 4.44

CX LogD: 1.19

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -1.49

References

1. Sturbaut M, Bailly F, Coevoet M, Sileo P, Pugniere M, Liberelle M, Magnez R, Thuru X, Chartier-Harlin MC, Melnyk P, Gelin M, Allemand F, Guichou JF, Cotelle P..  (2021)  Discovery of a cryptic site at the interface 2 of TEAD - Towards a new family of YAP/TAZ-TEAD inhibitors.,  226  [PMID:34509860] [10.1016/j.ejmech.2021.113835]

Source

Source(1):

• Scientific Literature