Ethyl 5-(3-(4-fluorobenzyl)ureido)-1-(2-hydroxypropyl)-1H-pyrazole-4-carboxylate

ID: ALA5080674

PubChem CID: 155812644

Max Phase: Preclinical

Molecular Formula: C17H21FN4O4

Molecular Weight: 364.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cnn(CC(C)O)c1NC(=O)NCc1ccc(F)cc1

Standard InChI:  InChI=1S/C17H21FN4O4/c1-3-26-16(24)14-9-20-22(10-11(2)23)15(14)21-17(25)19-8-12-4-6-13(18)7-5-12/h4-7,9,11,23H,3,8,10H2,1-2H3,(H2,19,21,25)

Standard InChI Key:  CIGOBEYTUOYGBZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.0538   -6.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0526   -7.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7607   -7.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4703   -7.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4675   -6.2326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7589   -5.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1737   -5.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8829   -6.2273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5891   -5.8160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2983   -6.2219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5860   -4.9988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2922   -4.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0366   -4.9180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5811   -4.3086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1698   -3.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3712   -3.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7607   -3.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9260   -2.4319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3155   -1.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4808   -1.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9850   -3.4892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2085   -5.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9863   -5.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1582   -6.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5922   -5.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3446   -7.4638    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  6  1  1  0
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 18 19  1  0
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 13 22  1  0
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 23 24  1  0
 23 25  1  0
  2 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5080674

   ---

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: 364.38

Molecular Weight (Monoisotopic): 364.1547

AlogP: 1.90

#Rotatable Bonds: 7

Polar Surface Area: 105.48

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.11

CX Basic pKa: 0.73

CX LogP: 2.22

CX LogD: 2.22

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: -1.74

References

1. Morretta E, Sidibè A, Spallarossa A, Petrella A, Meta E, Bruno O, Monti MC, Brullo C..  (2021)  Synthesis, functional proteomics and biological evaluation of new 5-pyrazolyl ureas as potential anti-angiogenic compounds.,  226  [PMID:34600191] [10.1016/j.ejmech.2021.113872]

Source

Source(1):

• Scientific Literature