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

ID: ALA5076823

PubChem CID: 162368286

Max Phase: Preclinical

Molecular Formula: C18H13NO2S

Molecular Weight: 307.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2sccc2c2cc(OCc3ccccc3)ccc12

Standard InChI:  InChI=1S/C18H13NO2S/c20-17-14-7-6-13(21-11-12-4-2-1-3-5-12)10-16(14)15-8-9-22-18(15)19-17/h1-10H,11H2,(H,19,20)

Standard InChI Key:  DQIYFADDZCXPMK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    3.8750  -12.8233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5803  -12.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8750  -11.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5779  -11.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2851  -11.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2906  -10.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5830   -9.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8787  -10.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2880  -12.8274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1697  -12.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652  -11.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823  -11.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029  -12.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3896  -12.6770    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5851   -9.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -8.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2961   -7.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0041   -7.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0066   -6.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2995   -6.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5883   -6.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5893   -7.5289    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA5076823

   ---

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: 307.37

Molecular Weight (Monoisotopic): 307.0667

AlogP: 4.32

#Rotatable Bonds: 3

Polar Surface Area: 42.09

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.61

Np Likeness Score: -0.90

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