4-(4-(Benzylcarbamoyl)-3-(3,4-dichlorophenyl)-1H-pyrazol-1-yl)butanoic acid

ID: ALA5089646

PubChem CID: 146676942

Max Phase: Preclinical

Molecular Formula: C21H19Cl2N3O3

Molecular Weight: 432.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CCCn1cc(C(=O)NCc2ccccc2)c(-c2ccc(Cl)c(Cl)c2)n1

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

Standard InChI Key:  OVYIHVKAGNTCMO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   25.7704  -15.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5876  -15.1800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8419  -14.4033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1790  -13.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5202  -14.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2897  -15.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4762  -15.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9951  -16.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3265  -17.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1436  -17.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6210  -16.5808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7429  -14.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5727  -13.3518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7954  -13.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6251  -12.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1359  -14.6982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8462  -17.8183    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.4776  -17.9873    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.6195  -14.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2260  -14.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0036  -14.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2344  -11.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0646  -10.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2866  -10.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6782  -11.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8511  -12.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6101  -14.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3876  -14.7442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4391  -15.7948    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
 15 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 15  1  0
 21 27  1  0
 27 28  1  0
 27 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5089646

   ---

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: 4.65

#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: 3.80

CX Basic pKa: 1.58

CX LogP: 4.44

CX LogD: 1.18

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: -1.62

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