1-(4-chlorophenyl)-3-[4-[2-[(4-oxo-3H-phthalazin-1-yl)amino]ethyl]phenyl]urea

ID: ALA4763465

PubChem CID: 162514677

Max Phase: Preclinical

Molecular Formula: C23H20ClN5O2

Molecular Weight: 433.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)cc1)Nc1ccc(CCNc2n[nH]c(=O)c3ccccc23)cc1

Standard InChI:  InChI=1S/C23H20ClN5O2/c24-16-7-11-18(12-8-16)27-23(31)26-17-9-5-15(6-10-17)13-14-25-21-19-3-1-2-4-20(19)22(30)29-28-21/h1-12H,13-14H2,(H,25,28)(H,29,30)(H2,26,27,31)

Standard InChI Key:  NJHNYGALLXVPJM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.7458  -12.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4552  -12.5426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4552  -11.7213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7458  -11.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7458  -13.7684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7458  -10.4832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4577  -10.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0406  -12.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0431  -11.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3358  -11.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6255  -11.7212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6269  -12.5438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3348  -12.9503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1643  -10.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8731  -10.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5756  -10.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2838  -10.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2864   -9.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5747   -8.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8694   -9.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9945   -8.8588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7018   -9.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4100   -8.8604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7008  -10.0854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1172   -9.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1109  -10.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8173  -10.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5265  -10.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5248   -9.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8178   -8.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2342  -10.4980    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  9  4  1  0
  8  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  1  5  2  0
  4  6  1  0
  6  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  7 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763465

   ---

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: 433.90

Molecular Weight (Monoisotopic): 433.1306

AlogP: 4.88

#Rotatable Bonds: 6

Polar Surface Area: 98.91

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.86

CX Basic pKa: 3.69

CX LogP: 4.23

CX LogD: 4.22

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.35

Np Likeness Score: -1.38

References

1. Zhang XJ,Xu Y,Mou HX,Wang S,Hao SY,Chen SW.  (2020)  The synthesis and anti-tumour properties of novel 4-substituted phthalazinones as Aurora B kinase inhibitors.,  30  (23.0): [PMID:32941989] [10.1016/j.bmcl.2020.127556]

Source

Source(1):

• Scientific Literature