[18F]-2-[4-(2-fluoroethoxy)phenyl]-5,6-dihydroimidazo[4,5,1-jk][1,4]benzodiazepin-7(4H)-one

ID: ALA3113564

Cas Number: 1567375-87-4

PubChem CID: 76310432

Max Phase: Preclinical

Molecular Formula: C18H16FN3O2

Molecular Weight: 325.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NCCn2c(-c3ccc(OCC[18F])cc3)nc3cccc1c32

Standard InChI:  InChI=1S/C18H16FN3O2/c19-8-11-24-13-6-4-12(5-7-13)17-21-15-3-1-2-14-16(15)22(17)10-9-20-18(14)23/h1-7H,8-11H2,(H,20,23)/i19-1

Standard InChI Key:  DUYPGBKQTGXZRE-AWDFDDCISA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    5.6811   -7.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6855   -8.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1640   -8.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4457   -7.0446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2510   -8.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6767   -6.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2117   -7.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6775   -7.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0429   -7.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9867   -8.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0508   -5.9026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2583   -7.8804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7764   -7.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5059   -7.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4668   -8.4366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9228   -6.4644    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3859   -5.5327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9495   -7.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9683   -6.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2080   -5.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8415   -6.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4330   -7.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2523   -7.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9694   -8.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15  2  1  0
  2  1  1  0
 19 21  1  0
 14 16  1  0
 10 22  1  0
 13  7  2  0
 22  9  2  0
 23  5  2  0
  1  4  1  0
  5 24  1  0
  2 24  2  0
 18 13  1  0
 13  3  1  0
  9  7  1  0
 18 15  2  0
 17 20  1  0
  1 19  2  0
  4  6  1  0
 21 17  1  0
 12  8  1  0
 22 12  1  0
 19 23  1  0
 21 11  2  0
  3 10  2  0
 18  4  1  0
  8 14  1  0
 20  6  1  0
M  ISO  1  16  18
M  END

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: 325.34

Molecular Weight (Monoisotopic): 325.1227

AlogP: 2.80

#Rotatable Bonds: 4

Polar Surface Area: 56.15

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.27

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: -0.81

References

1. Zhou D, Chu W, Xu J, Jones LA, Peng X, Li S, Chen DL, Mach RH..  (2014)  Synthesis, [¹⁸F] radiolabeling, and evaluation of poly (ADP-ribose) polymerase-1 (PARP-1) inhibitors for in vivo imaging of PARP-1 using positron emission tomography.,  22  (5): [PMID:24503274] [10.1016/j.bmc.2014.01.019]

Source

Source(1):

• Scientific Literature