1-(naphthalen-1-yl)-3-(3,4,5-trimethoxyphenyl)urea

ID: ALA4848259

PubChem CID: 3594002

Max Phase: Preclinical

Molecular Formula: C20H20N2O4

Molecular Weight: 352.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(NC(=O)Nc2cccc3ccccc23)cc(OC)c1OC

Standard InChI:  InChI=1S/C20H20N2O4/c1-24-17-11-14(12-18(25-2)19(17)26-3)21-20(23)22-16-10-6-8-13-7-4-5-9-15(13)16/h4-12H,1-3H3,(H2,21,22,23)

Standard InChI Key:  LIUULAKUWSFMCJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    3.2084  -17.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2073  -18.1071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9239  -18.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6378  -18.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6350  -17.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9220  -16.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9195  -16.0366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6303  -15.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4921  -16.8633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4919  -16.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4907  -18.5177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7749  -18.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3546  -18.5166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0702  -18.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0689  -17.2780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7871  -18.5143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5026  -18.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2181  -18.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9331  -18.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9323  -17.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4984  -17.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2092  -16.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2074  -16.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4954  -15.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7838  -16.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7892  -16.8717    0.0000 C   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
  6  7  1  0
  7  8  1  0
  1  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 22  1  0
 21 17  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4848259

   1-Naphthalen-1-yl-3-(3,4,5-trimethoxyphenyl)urea

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: 352.39

Molecular Weight (Monoisotopic): 352.1423

AlogP: 4.51

#Rotatable Bonds: 5

Polar Surface Area: 68.82

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.20

CX Basic pKa: ┄

CX LogP: 3.64

CX LogD: 3.64

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -1.02

References

1. Lawson C, Ahmed Alta TB, Moschou G, Skamnaki V, Solovou TGA, Topham C, Hayes J, Snape TJ..  (2021)  Novel diarylamides and diarylureas with N-substitution dependent activity against medulloblastoma.,  225  [PMID:34391032] [10.1016/j.ejmech.2021.113751]

Source

Source(1):

• Scientific Literature