3-Benzyl-2-hydroxyisoquinolin-1(2H)-one

ID: ALA5202708

PubChem CID: 168293943

Max Phase: Preclinical

Molecular Formula: C16H13NO2

Molecular Weight: 251.28

Names and Identifiers

Canonical SMILES:  O=c1c2ccccc2cc(Cc2ccccc2)n1O

Standard InChI:  InChI=1S/C16H13NO2/c18-16-15-9-5-4-8-13(15)11-14(17(16)19)10-12-6-2-1-3-7-12/h1-9,11,19H,10H2

Standard InChI Key:  WYVCQQHTYKRUCQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    1.0716    0.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570    0.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570   -0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0734   -1.0271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7835   -0.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7835    0.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4981   -1.0280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0734   -1.8524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0729    1.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7856    1.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4948    1.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4991    0.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575   -1.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722   -0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7870   -1.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4991   -0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4991    0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7888    0.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722    0.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  1  6  2  0
  5  7  2  0
  4  8  1  0
  1  9  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
  6 12  1  0
  3 13  1  0
 13 14  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 14 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5202708

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 251.28

Molecular Weight (Monoisotopic): 251.0946

AlogP: 2.83

#Rotatable Bonds: 2

Polar Surface Area: 42.23

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.20

CX Basic pKa: ┄

CX LogP: 3.18

CX LogD: 3.12

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.71

Np Likeness Score: -0.17

References

1. Zangi M, Donald KA, Casals AG, Franson AD, Yu AJ, Marker EM, Woodson ME, Campbell SD, Mottaleb MA, Narayana Hajay Kumar TV, Reddy MS, Raghava Reddy LV, Sadhukhan SK, Griggs DW, Morrison LA, Meyers MJ..  (2022)  Synthetic derivatives of the antifungal drug ciclopirox are active against herpes simplex virus 2.,  238  [PMID:35635945] [10.1016/j.ejmech.2022.114443]

Source

Source(1):

• Scientific Literature