4-[[3-[2-(diethylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidine-6-carbonyl]-4-fluoro-phenyl]methyl]-2H-phthalazin-1-one

ID: ALA5188280

PubChem CID: 168280754

Max Phase: Preclinical

Molecular Formula: C27H27FN6O2

Molecular Weight: 486.55

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ncc2c(n1)CCN(C(=O)c1cc(Cc3n[nH]c(=O)c4ccccc34)ccc1F)C2

Standard InChI:  InChI=1S/C27H27FN6O2/c1-3-33(4-2)27-29-15-18-16-34(12-11-23(18)30-27)26(36)21-13-17(9-10-22(21)28)14-24-19-7-5-6-8-20(19)25(35)32-31-24/h5-10,13,15H,3-4,11-12,14,16H2,1-2H3,(H,32,35)

Standard InChI Key:  UYSZTBXZTSMXGS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 40  0  0  0  0  0  0  0  0999 V2000
   -5.3572    1.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6426    2.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9307    1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9307    1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6407    0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3572    1.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2160    2.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5014    1.8551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5014    1.0300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2160    0.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2160    3.0929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2160   -0.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015   -0.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7866   -0.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0745   -0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0745   -1.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7848   -1.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015   -1.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599   -1.8579    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599   -0.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599    0.6178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3546   -0.6199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0693   -0.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7839   -0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7839   -1.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0693   -1.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3546   -1.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4965   -0.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2115   -0.6215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133   -1.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017   -1.8592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279   -1.8552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6426   -1.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572   -1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6426   -3.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279   -2.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  1  0
  9  8  1  0
 10  9  2  0
  4 10  1  0
  7 11  2  0
 10 12  1  0
 12 13  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 13 18  1  0
 16 19  1  0
 15 20  1  0
 20 21  2  0
 20 22  1  0
 23 22  1  0
 24 23  1  0
 25 24  2  0
 26 25  1  0
 27 26  1  0
 22 27  1  0
 24 28  1  0
 29 28  2  0
 30 29  1  0
 31 30  2  0
 25 31  1  0
 30 32  1  0
 33 32  1  0
 34 33  1  0
 36 35  1  0
 32 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5188280

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 486.55

Molecular Weight (Monoisotopic): 486.2180

AlogP: 3.49

#Rotatable Bonds: 6

Polar Surface Area: 95.08

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.96

CX Basic pKa: 2.62

CX LogP: 3.48

CX LogD: 3.48

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.45

Np Likeness Score: -1.81

References

1. Lin S, Zhang X, Yu Z, Huang X, Xu J, Liu Y, Wu L..  (2022)  Synthesis of novel dual target inhibitors of PARP and EGFR and their antitumor activities in triple negative breast cancers.,  61  [PMID:35393219] [10.1016/j.bmc.2022.116739]

Source

Source(1):

• Scientific Literature