1-(4-chlorophenyl)-3-[4-[4-(1-methylpyrazol-4-yl)-1-oxo-phthalazin-2-yl]phenyl]urea

ID: ALA4757792

PubChem CID: 162657008

Max Phase: Preclinical

Molecular Formula: C25H19ClN6O2

Molecular Weight: 470.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cc(-c2nn(-c3ccc(NC(=O)Nc4ccc(Cl)cc4)cc3)c(=O)c3ccccc23)cn1

Standard InChI:  InChI=1S/C25H19ClN6O2/c1-31-15-16(14-27-31)23-21-4-2-3-5-22(21)24(33)32(30-23)20-12-10-19(11-13-20)29-25(34)28-18-8-6-17(26)7-9-18/h2-15H,1H3,(H2,28,29,34)

Standard InChI Key:  PEBBYDAGEZWSSA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   27.5437   -5.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5426   -6.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2506   -6.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2488   -4.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9574   -5.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9608   -6.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6732   -6.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3868   -6.1274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3834   -5.3023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6664   -4.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6754   -7.3579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0956   -6.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0940   -7.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8020   -7.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5096   -7.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5047   -6.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7962   -6.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2189   -7.7534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9250   -7.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6343   -7.7477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9217   -6.5248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6619   -4.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3211   -3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0643   -2.8135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2470   -2.8180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9989   -3.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5410   -2.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3404   -7.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0480   -7.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7536   -7.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7507   -6.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0363   -6.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3337   -6.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4562   -6.1016    0.0000 Cl  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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  7 11  2  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 10 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 22  1  0
 24 27  1  0
 20 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757792

   ---

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: 470.92

Molecular Weight (Monoisotopic): 470.1258

AlogP: 5.08

#Rotatable Bonds: 4

Polar Surface Area: 93.84

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.45

CX Basic pKa: 1.56

CX LogP: 4.80

CX LogD: 4.80

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.38

Np Likeness Score: -1.90

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