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

ID: ALA5186702

PubChem CID: 168280715

Max Phase: Preclinical

Molecular Formula: C27H25FN6O3

Molecular Weight: 500.53

Names and Identifiers

Canonical SMILES:  O=C(c1cc(Cc2n[nH]c(=O)c3ccccc23)ccc1F)N1CCc2nc(N3CCOCC3)ncc2C1

Standard InChI:  InChI=1S/C27H25FN6O3/c28-22-6-5-17(14-24-19-3-1-2-4-20(19)25(35)32-31-24)13-21(22)26(36)34-8-7-23-18(16-34)15-29-27(30-23)33-9-11-37-12-10-33/h1-6,13,15H,7-12,14,16H2,(H,32,35)

Standard InChI Key:  UNFNNUKCQHJNEE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 37 42  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    1.8551    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    1.0299    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   -1.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7848   -1.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015   -1.4491    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   -0.2090    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   -1.4426    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   -1.8551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6426   -1.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572   -1.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572   -2.6804    0.0000 O   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   -2.6804    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
 35 34  1  0
 36 35  1  0
 37 36  1  0
 32 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5186702

   ---

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: 500.53

Molecular Weight (Monoisotopic): 500.1972

AlogP: 2.48

#Rotatable Bonds: 4

Polar Surface Area: 104.31

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.96

CX Basic pKa: 2.57

CX LogP: 2.55

CX LogD: 2.55

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.46

Np Likeness Score: -1.95

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