SID49824200

ID: ALA1388920

Cas Number: 13256-82-1

PubChem CID: 295006

Max Phase: Preclinical

Molecular Formula: C18H16N2O

Molecular Weight: 276.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)Nc2cccc3ccccc23)cc1

Standard InChI:  InChI=1S/C18H16N2O/c1-13-9-11-15(12-10-13)19-18(21)20-17-8-4-6-14-5-2-3-7-16(14)17/h2-12H,1H3,(H2,19,20,21)

Standard InChI Key:  IPWHVEFFZGMDFD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -2.1280    1.6957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6990    1.6957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4135    0.4582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0154    2.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6990    2.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0154    3.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4135    2.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7299    2.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4135    1.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6990    4.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7299    4.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1280    0.0457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4135    3.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4444    2.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4444    3.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1280   -0.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8424    0.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5569   -0.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8424   -1.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5569    0.0457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2714   -1.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0
  2  5  1  0
  2  9  1  0
  3  9  1  0
  3 12  1  0
  4  5  1  0
  4  6  1  0
  4  8  2  0
  5  7  2  0
  6 10  1  0
  6 11  2  0
  7 13  1  0
  8 14  1  0
 10 13  2  0
 11 15  1  0
 12 16  2  0
 12 17  1  0
 14 15  2  0
 16 19  1  0
 17 20  2  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1388920

   1-(4-Methylphenyl)-3-naphthalen-1-ylurea

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: 276.34

Molecular Weight (Monoisotopic): 276.1263

AlogP: 4.79

#Rotatable Bonds: 2

Polar Surface Area: 41.13

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.30

CX Basic pKa: ┄

CX LogP: 4.62

CX LogD: 4.62

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -1.53

References

1. PubChem BioAssay data set, 

2. Zhang Y, Anderson M, Weisman JL, Lu M, Choy CJ, Boyd VA, Price J, Sigal M, Clark J, Connelly M, Zhu F, Guiguemde WA, Jeffries C, Yang L, Lemoff A, Liou AP, Webb TR, Derisi JL, Guy RK..  (2010)  Evaluation of Diarylureas for Activity Against Plasmodium falciparum.,  1  (9): [PMID:21243104] [10.1021/ml100083c]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays