1-(3-nitrophenyl)-3-(3,4,5-trimethoxyphenyl)urea

ID: ALA4861504

PubChem CID: 27870044

Max Phase: Preclinical

Molecular Formula: C16H17N3O6

Molecular Weight: 347.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(NC(=O)Nc2cccc([N+](=O)[O-])c2)cc(OC)c1OC

Standard InChI:  InChI=1S/C16H17N3O6/c1-23-13-8-11(9-14(24-2)15(13)25-3)18-16(20)17-10-5-4-6-12(7-10)19(21)22/h4-9H,1-3H3,(H2,17,18,20)

Standard InChI Key:  WJZTUHNUDVUDCG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    2.5361  -24.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5349  -25.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2497  -25.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9661  -25.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9633  -24.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2479  -24.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2454  -23.2452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9586  -22.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8215  -24.0706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213  -23.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8201  -25.7222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1060  -25.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6812  -25.7212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3950  -25.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3938  -24.4826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1102  -25.7190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8240  -25.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5377  -25.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2511  -25.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2503  -24.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5301  -24.0681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8198  -24.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5294  -23.2412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2417  -22.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8128  -22.8323    0.0000 O   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 21  1  0
 21 22  2  0
 22 17  1  0
 23 24  1  0
 23 25  2  0
 21 23  1  0
M  CHG  2  23   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4861504

   1-(3-Nitrophenyl)-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: 347.33

Molecular Weight (Monoisotopic): 347.1117

AlogP: 3.26

#Rotatable Bonds: 6

Polar Surface Area: 111.96

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.07

CX Basic pKa: ┄

CX LogP: 2.59

CX LogD: 2.59

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: -1.28

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