3-phenylnaphtho[2,3-d]isothiazole-4,9-dione

ID: ALA4203851

Cas Number: 77202-28-9

PubChem CID: 12678680

Max Phase: Preclinical

Molecular Formula: C17H9NO2S

Molecular Weight: 291.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2c(-c3ccccc3)nsc21

Standard InChI:  InChI=1S/C17H9NO2S/c19-15-11-8-4-5-9-12(11)16(20)17-13(15)14(18-21-17)10-6-2-1-3-7-10/h1-9H

Standard InChI Key:  LKMDHRKGPJJYEI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   13.7464  -27.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7452  -28.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4533  -29.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4515  -27.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1601  -27.9129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1590  -28.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8651  -29.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8675  -27.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5782  -27.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5790  -28.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3575  -28.9854    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.8379  -28.3229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3562  -27.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8675  -26.6842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8634  -29.9598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6053  -26.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4058  -26.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6576  -25.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1100  -25.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3072  -25.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0591  -26.2838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
  8 14  2  0
  7 15  2  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 13 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4203851

   3-Phenyl-naphtho[2,3-d]isothiazole-4,9-dione

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: 291.33

Molecular Weight (Monoisotopic): 291.0354

AlogP: 3.59

#Rotatable Bonds: 1

Polar Surface Area: 47.03

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.11

CX LogP: 4.05

CX LogD: 4.05

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.54

Np Likeness Score: -0.39

References

1.  (2016)  7  (12): [10.1039/C6MD00477F]

2. Chen L, Xie YZ, Luo ZY, Liu LJ, Zou ZZ, Liu HD, Kong FR, Hao Y, Gao JL, Wang LL, Ma DY, Liu SY..  (2020)  Synthesis and biological evaluation of novel isothiazoloquinoline quinone analogues.,  30  (16): [PMID:32631508] [10.1016/j.bmcl.2020.127286]

Source

Source(1):

• Scientific Literature