3-(4-Cyanophenyl)-1-[4-(diethylamino)benzyl]-1-(5-methyl-3-phenylisoxazol-4-yl)urea

ID: ALA4550877

PubChem CID: 155555066

Max Phase: Preclinical

Molecular Formula: C29H29N5O2

Molecular Weight: 479.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(CN(C(=O)Nc2ccc(C#N)cc2)c2c(-c3ccccc3)noc2C)cc1

Standard InChI:  InChI=1S/C29H29N5O2/c1-4-33(5-2)26-17-13-23(14-18-26)20-34(29(35)31-25-15-11-22(19-30)12-16-25)28-21(3)36-32-27(28)24-9-7-6-8-10-24/h6-18H,4-5,20H2,1-3H3,(H,31,35)

Standard InChI Key:  LERCBLOBIJOMQQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.8911   -4.4434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8850   -5.2647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6639   -5.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1551   -4.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6738   -4.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8853   -3.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3035   -2.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5192   -2.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3129   -1.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8889   -2.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6821   -3.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9085   -6.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9723   -4.8717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3756   -5.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1928   -5.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5942   -6.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4106   -6.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8252   -5.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.6424   -5.6075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0467   -6.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0553   -4.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8725   -4.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8639   -6.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3861   -4.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9828   -3.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2033   -4.1731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6171   -3.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4338   -3.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8475   -2.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4442   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6228   -2.0575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2127   -2.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8585   -1.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2714   -0.6598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  6  5  1  0
  7  6  2  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
  6 11  1  0
  3 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 22 25  1  0
 13 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 35 36  3  0
 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4550877

   ---

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: 479.58

Molecular Weight (Monoisotopic): 479.2321

AlogP: 6.61

#Rotatable Bonds: 8

Polar Surface Area: 85.40

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.50

CX Basic pKa: 5.69

CX LogP: 5.98

CX LogD: 5.97

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.31

Np Likeness Score: -1.76

References

1. Jumppanen M, Kinnunen SM, Välimäki MJ, Talman V, Auno S, Bruun T, Boije Af Gennäs G, Xhaard H, Aumüller IB, Ruskoaho H, Yli-Kauhaluoma J..  (2019)  Synthesis, Identification, and Structure-Activity Relationship Analysis of GATA4 and NKX2-5 Protein-Protein Interaction Modulators.,  62  (17): [PMID:31431011] [10.1021/acs.jmedchem.9b01086]

Source

Source(1):

• Scientific Literature