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

ID: ALA5094198

PubChem CID: 155809576

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)NCc1ccccc1F

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

Standard InChI Key:  CZLZYPCCXJATOK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.3788   -6.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3776   -7.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0857   -7.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7953   -7.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7925   -6.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0839   -6.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4987   -6.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2079   -6.5038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9141   -6.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6233   -6.4985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9110   -5.2754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6172   -4.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3616   -5.1945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9061   -4.5851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4948   -3.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6962   -4.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0858   -3.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2510   -2.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6406   -2.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8058   -1.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3100   -3.7657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5335   -5.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3113   -6.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4832   -7.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9173   -5.6957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0815   -5.2867    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
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  6  1  1  0
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 23 24  1  0
 23 25  1  0
  6 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5094198

   ---

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: -1.90

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