1-(3-bromophenyl)-3-(4-(2-(1-methyl-1H-benzo[d]imidazol-2-yl)ethyl)phenyl)urea

ID: ALA4520451

PubChem CID: 46382346

Max Phase: Preclinical

Molecular Formula: C23H21BrN4O

Molecular Weight: 449.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(CCc2ccc(NC(=O)Nc3cccc(Br)c3)cc2)nc2ccccc21

Standard InChI:  InChI=1S/C23H21BrN4O/c1-28-21-8-3-2-7-20(21)27-22(28)14-11-16-9-12-18(13-10-16)25-23(29)26-19-6-4-5-17(24)15-19/h2-10,12-13,15H,11,14H2,1H3,(H2,25,26,29)

Standard InChI Key:  MHCJGKYOXVHJDJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    2.4543  -12.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4531  -13.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1612  -13.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594  -12.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8680  -12.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8728  -13.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6528  -13.6680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1302  -13.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6451  -12.3435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9099  -14.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9474  -12.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3518  -12.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1690  -12.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5797  -12.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3961  -12.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8013  -12.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3842  -11.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5691  -11.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6185  -12.2693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0322  -12.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8494  -12.9681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6287  -13.6847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2631  -13.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8585  -14.3801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2715  -15.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0896  -15.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4928  -14.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0775  -13.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8677  -15.7948    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  7 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520451

   3-(3-Bromophenyl)-1-{4-[2-(1-methyl-1H-1,3-benzodiazol-2-YL)ethyl]phenyl}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: 449.35

Molecular Weight (Monoisotopic): 448.0899

AlogP: 5.77

#Rotatable Bonds: 5

Polar Surface Area: 58.95

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.51

CX Basic pKa: 5.82

CX LogP: 5.80

CX LogD: 5.79

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.41

Np Likeness Score: -1.63

References

1. Subramanian G, Zhu Y, Bowen SJ, Roush N, White JA, Huczek D, Zachary T, Javens C, Williams T, Janssen A, Gonzales A..  (2019)  Lead identification and characterization of hTrkA type 2 inhibitors.,  29  (22): [PMID:31610943] [10.1016/j.bmcl.2019.126680]

Source

Source(1):

• Scientific Literature