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

ID: ALA4761521

PubChem CID: 162514666

Max Phase: Preclinical

Molecular Formula: C23H27N5O2

Molecular Weight: 405.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(CCNc2n[nH]c(=O)c3ccccc23)cc1)NC1CCCCC1

Standard InChI:  InChI=1S/C23H27N5O2/c29-22-20-9-5-4-8-19(20)21(27-28-22)24-15-14-16-10-12-18(13-11-16)26-23(30)25-17-6-2-1-3-7-17/h4-5,8-13,17H,1-3,6-7,14-15H2,(H,24,27)(H,28,29)(H2,25,26,30)

Standard InChI Key:  UJSBBPJVNSFMNR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   19.0343  -13.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7437  -13.4424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7437  -12.6211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0343  -12.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0343  -14.6682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0343  -11.3829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7461  -10.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3290  -13.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3316  -12.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6243  -12.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9139  -12.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9154  -13.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6232  -13.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4528  -11.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1615  -10.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8641  -11.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5723  -10.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5748  -10.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8632   -9.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1578  -10.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2830   -9.7585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9902  -10.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6984   -9.7602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9893  -10.9851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4056  -10.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3999  -10.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1031  -11.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8137  -10.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8166  -10.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1089   -9.7607    0.0000 C   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  1  0
 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761521

   ---

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: 405.50

Molecular Weight (Monoisotopic): 405.2165

AlogP: 4.03

#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: 9.87

CX Basic pKa: 3.69

CX LogP: 3.40

CX LogD: 3.40

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.50

Np Likeness Score: -1.41

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