4-(4-Chlorophenylamino)-6-ureidoquinazoline

ID: ALA2347231

PubChem CID: 71579162

Max Phase: Preclinical

Molecular Formula: C15H12ClN5O

Molecular Weight: 313.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)Nc1ccc2ncnc(Nc3ccc(Cl)cc3)c2c1

Standard InChI:  InChI=1S/C15H12ClN5O/c16-9-1-3-10(4-2-9)20-14-12-7-11(21-15(17)22)5-6-13(12)18-8-19-14/h1-8H,(H3,17,21,22)(H,18,19,20)

Standard InChI Key:  YDZATYFCHVJGEI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   13.7808  -10.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4915  -10.2578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3506  -11.9054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0654  -11.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0654  -10.6697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3506  -10.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6400  -10.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9294  -10.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2145  -10.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2145  -11.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9294  -11.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6400  -11.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3506   -9.4340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0613   -9.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7803   -9.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4951   -9.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4951   -8.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7761   -7.7823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0613   -8.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0648  -10.2662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7858  -11.4976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2078   -7.7811    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  3 12  2  0
  7 12  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 13 14  1  0
  6 13  1  0
  2  9  1  0
  1  2  1  0
  1 20  1  0
  1 21  2  0
 17 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2347231

   [4-(4-Chloroanilino)quinazolin-6-yl]urea

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: 313.75

Molecular Weight (Monoisotopic): 313.0730

AlogP: 3.52

#Rotatable Bonds: 3

Polar Surface Area: 92.93

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.56

CX Basic pKa: 3.97

CX LogP: 2.97

CX LogD: 2.97

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: -1.71

References

1. Mowafy S, Farag NA, Abouzid KA..  (2013)  Design, synthesis and in vitro anti-proliferative activity of 4,6-quinazolinediamines as potent EGFR-TK inhibitors.,  61  [PMID:23142066] [10.1016/j.ejmech.2012.10.017]

Source

Source(1):

• Scientific Literature