4-[[4-fluoro-3-(4-oxopiperidine-1-carbonyl)phenyl]methyl]-2H-phthalazin-1-one

ID: ALA4635552

PubChem CID: 141726585

Max Phase: Preclinical

Molecular Formula: C21H18FN3O3

Molecular Weight: 379.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CCN(C(=O)c2cc(Cc3n[nH]c(=O)c4ccccc34)ccc2F)CC1

Standard InChI:  InChI=1S/C21H18FN3O3/c22-18-6-5-13(11-17(18)21(28)25-9-7-14(26)8-10-25)12-19-15-3-1-2-4-16(15)20(27)24-23-19/h1-6,11H,7-10,12H2,(H,24,27)

Standard InChI Key:  DHWRSCDEZHJNAF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    1.8889   -3.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8877   -4.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5958   -4.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5940   -2.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3026   -3.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3014   -4.0119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0115   -4.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7273   -4.0140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7285   -3.1888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0139   -2.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0139   -1.9557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0092   -5.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7157   -5.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082   -6.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4140   -6.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1238   -6.4723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1235   -5.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4172   -5.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8309   -6.8819    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8309   -5.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5389   -5.6498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8303   -4.4246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5347   -6.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2386   -6.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9485   -6.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9498   -5.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2414   -5.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6549   -6.8770    0.0000 O   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  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  7 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 21 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4635552

   ---

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: 379.39

Molecular Weight (Monoisotopic): 379.1332

AlogP: 2.46

#Rotatable Bonds: 3

Polar Surface Area: 83.13

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.96

CX Basic pKa: ┄

CX LogP: 2.09

CX LogD: 2.09

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.76

Np Likeness Score: -1.45

References

1. Lin S, Zhang L, Zhang X, Yu Z, Huang X, Xu J, Liu Y, Chen L, Wu L..  (2020)  Synthesis of novel dual target inhibitors of PARP and HSP90 and their antitumor activities.,  28  (9): [PMID:32222339] [10.1016/j.bmc.2020.115434]

Source

Source(1):

• Scientific Literature