1-(benzo[d][1,3]dioxol-5-ylmethyl)-1-((6-ethyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl)-3-(4-fluorophenyl)urea

ID: ALA3578224

PubChem CID: 1430509

Max Phase: Preclinical

Molecular Formula: C27H24FN3O4

Molecular Weight: 473.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc2[nH]c(=O)c(CN(Cc3ccc4c(c3)OCO4)C(=O)Nc3ccc(F)cc3)cc2c1

Standard InChI:  InChI=1S/C27H24FN3O4/c1-2-17-3-9-23-19(11-17)13-20(26(32)30-23)15-31(27(33)29-22-7-5-21(28)6-8-22)14-18-4-10-24-25(12-18)35-16-34-24/h3-13H,2,14-16H2,1H3,(H,29,33)(H,30,32)

Standard InChI Key:  NAAYRPLVSHEZHQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.6773   -7.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6736   -6.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4943   -1.4944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7941   -0.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7372    3.5989    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.1933   -0.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8943   -1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9013   -2.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5918   -3.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5791   -0.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2879   -1.5097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2941   -3.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1261   -3.4665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0063   -2.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0
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  5  6  1  0
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 14 25  1  0
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 27 28  1  0
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 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 30  1  0
  8 35  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3578224

   1-(1,3-benzodioxol-5-ylmethyl)-1-[(6-ethyl-2-oxo-1H-quinolin-3-yl)methyl]-3-(4-fluorophenyl)urea

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 473.50

Molecular Weight (Monoisotopic): 473.1751

AlogP: 5.19

#Rotatable Bonds: 6

Polar Surface Area: 83.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.43

CX Basic pKa: ┄

CX LogP: 5.00

CX LogD: 5.00

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.40

Np Likeness Score: -1.44

References

1. Tintori C, La Sala G, Vignaroli G, Botta L, Fallacara AL, Falchi F, Radi M, Zamperini C, Dreassi E, Dello Iacono L, Orioli D, Biamonti G, Garbelli M, Lossani A, Gasparrini F, Tuccinardi T, Laurenzana I, Angelucci A, Maga G, Schenone S, Brullo C, Musumeci F, Desogus A, Crespan E, Botta M..  (2015)  Studies on the ATP Binding Site of Fyn Kinase for the Identification of New Inhibitors and Their Evaluation as Potential Agents against Tauopathies and Tumors.,  58  (11): [PMID:25923950] [10.1021/acs.jmedchem.5b00140]

Source

Source(1):

• Scientific Literature