Ethyl 1-(4-aminobutyl)-3-(3,4-dichlorophenyl)-1H-pyrazole-4-carboxylate

ID: ALA5090029

PubChem CID: 146676949

Max Phase: Preclinical

Molecular Formula: C16H19Cl2N3O2

Molecular Weight: 356.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cn(CCCCN)nc1-c1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C16H19Cl2N3O2/c1-2-23-16(22)12-10-21(8-4-3-7-19)20-15(12)11-5-6-13(17)14(18)9-11/h5-6,9-10H,2-4,7-8,19H2,1H3

Standard InChI Key:  XOCDXRVHDVXMSJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   27.9619   -3.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7791   -3.3720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0335   -2.5953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3705   -2.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7118   -2.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4813   -4.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6677   -3.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1867   -4.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5181   -5.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3352   -5.4335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8126   -4.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9345   -2.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7642   -1.5438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9869   -1.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8167   -0.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3274   -2.8902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0378   -6.0103    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.6692   -6.1793    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.8110   -2.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4176   -2.8915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1951   -2.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8017   -3.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5792   -2.9362    0.0000 N   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
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5090029

   ---

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: 356.25

Molecular Weight (Monoisotopic): 355.0854

AlogP: 3.77

#Rotatable Bonds: 7

Polar Surface Area: 70.14

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.20

CX LogP: 3.78

CX LogD: 1.18

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.61

Np Likeness Score: -1.51

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