tert-Butyl 7-(2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)-methyl)benzoyl)-2,7-diazaspiro[4.4]nonane-2-carboxylate

ID: ALA4159240

PubChem CID: 145957836

Max Phase: Preclinical

Molecular Formula: C28H31FN4O4

Molecular Weight: 506.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N1CCC2(CCN(C(=O)c3cc(Cc4n[nH]c(=O)c5ccccc45)ccc3F)C2)C1

Standard InChI:  InChI=1S/C28H31FN4O4/c1-27(2,3)37-26(36)33-13-11-28(17-33)10-12-32(16-28)25(35)21-14-18(8-9-22(21)29)15-23-19-6-4-5-7-20(19)24(34)31-30-23/h4-9,14H,10-13,15-17H2,1-3H3,(H,31,34)

Standard InChI Key:  MOYOUBMGSIHZJF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 37 41  0  0  0  0  0  0  0  0999 V2000
   22.9877  -12.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5655  -12.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2936  -12.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1658  -11.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3587  -11.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0411   -9.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0400  -10.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7480  -10.5808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7462   -8.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4549   -9.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4537  -10.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1599  -10.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8718  -10.1713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8729   -9.3507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1622   -8.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1622   -8.1199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1576  -11.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8642  -11.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8605  -12.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5663  -13.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2761  -12.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2758  -11.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5694  -11.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9832  -13.0356    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.9832  -11.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6912  -11.8035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9826  -10.5782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7810  -12.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5804  -12.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4412  -11.4673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7436  -10.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5330  -11.1087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5321  -10.1078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1108  -10.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9002  -10.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8993   -9.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6867   -9.9466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8 11  2  0
 10  9  2  0
  9  6  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  2  0
 26 28  1  0
 28 29  1  0
 29  1  1  0
  1 30  1  0
 30 26  1  0
  4 31  1  0
 31 32  1  0
 31 33  2  0
 32 34  1  0
 34 35  1  0
 34 36  1  0
 34 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4159240

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 506.58

Molecular Weight (Monoisotopic): 506.2329

AlogP: 4.13

#Rotatable Bonds: 3

Polar Surface Area: 95.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.96

CX Basic pKa: ┄

CX LogP: 3.11

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.58

Np Likeness Score: -1.32

References

1. Reilly SW, Puentes LN, Wilson K, Hsieh CJ, Weng CC, Makvandi M, Mach RH..  (2018)  Examination of Diazaspiro Cores as Piperazine Bioisosteres in the Olaparib Framework Shows Reduced DNA Damage and Cytotoxicity.,  61  (12): [PMID:29856625] [10.1021/acs.jmedchem.8b00576]

Source

Source(1):

• Scientific Literature