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

ID: ALA5094747

PubChem CID: 155811108

Max Phase: Preclinical

Molecular Formula: C18H21F3N4O4

Molecular Weight: 414.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cnn(CC(C)O)c1NC(=O)NCc1ccccc1C(F)(F)F

Standard InChI:  InChI=1S/C18H21F3N4O4/c1-3-29-16(27)13-9-23-25(10-11(2)26)15(13)24-17(28)22-8-12-6-4-5-7-14(12)18(19,20)21/h4-7,9,11,26H,3,8,10H2,1-2H3,(H2,22,24,28)

Standard InChI Key:  JQRVWFSFQNOZMF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.7062   -7.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4143   -7.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1239   -7.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1211   -6.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4125   -5.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8273   -5.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5365   -6.2892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2427   -5.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9519   -6.2838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2396   -5.0607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9458   -4.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6902   -4.9799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2347   -4.3705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8234   -3.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0248   -3.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4143   -3.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5796   -2.4938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9691   -1.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1344   -1.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6386   -3.5511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8621   -5.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6399   -6.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8118   -6.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2458   -5.4811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4100   -5.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1165   -4.6614    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.7011   -4.6656    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.4022   -4.2510    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
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 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 17 21  2  0
 13 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
  6 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5094747

   ---

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: 414.38

Molecular Weight (Monoisotopic): 414.1515

AlogP: 2.78

#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: 2.96

CX LogD: 2.96

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -1.69

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