8-(3-bromobenzyloxy)thieno[2,3-c]isoquinolin-5(4H)-one

ID: ALA5078132

PubChem CID: 162368287

Max Phase: Preclinical

Molecular Formula: C18H12BrNO2S

Molecular Weight: 386.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2sccc2c2cc(OCc3cccc(Br)c3)ccc12

Standard InChI:  InChI=1S/C18H12BrNO2S/c19-12-3-1-2-11(8-12)10-22-13-4-5-14-16(9-13)15-6-7-23-18(15)20-17(14)21/h1-9H,10H2,(H,20,21)

Standard InChI Key:  YIOCXMXACLICDU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   13.1695  -13.6446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8748  -13.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1695  -12.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8724  -12.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5796  -12.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5851  -11.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8775  -10.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1732  -11.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5825  -13.6487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4642  -13.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4597  -12.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6768  -12.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1974  -12.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6842  -13.4983    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.8797   -9.9777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5885   -9.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5906   -8.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2986   -8.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3011   -7.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5940   -7.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8828   -7.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8838   -8.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0101   -7.1289    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
 11  3  1  0
 10  1  1  0
  1  2  1  0
  2  4  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  2  9  2  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 19 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5078132

   ---

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: 386.27

Molecular Weight (Monoisotopic): 384.9772

AlogP: 5.08

#Rotatable Bonds: 3

Polar Surface Area: 42.09

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.02

CX LogD: 5.02

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.53

Np Likeness Score: -1.12

References

1. Maksimainen MM, Murthy S, Sowa ST, Galera-Prat A, Rolina E, Heiskanen JP, Lehtiö L..  (2021)  Analogs of TIQ-A as inhibitors of human mono-ADP-ribosylating PARPs.,  52  [PMID:34801828] [10.1016/j.bmc.2021.116511]

Source

Source(1):

• Scientific Literature