8-Phenyl-7H-6,11-dithia-5,9,9a-triaza-benzo[b]fluoren-10-one

ID: ALA2088248

PubChem CID: 10959024

Max Phase: Preclinical

Molecular Formula: C18H11N3OS2

Molecular Weight: 349.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2sc3ccccc3c2nc2n1N=C(c1ccccc1)CS2

Standard InChI:  InChI=1S/C18H11N3OS2/c22-17-16-15(12-8-4-5-9-14(12)24-16)19-18-21(17)20-13(10-23-18)11-6-2-1-3-7-11/h1-9H,10H2

Standard InChI Key:  YWTLMWHKFCHPIJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
    5.4147   -0.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4129    1.1532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7006   -0.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7019    0.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9127   -0.3402    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4270    0.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9146    0.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5800    1.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7581    1.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2718    1.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6090    0.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4157   -1.3221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1221    0.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1323   -0.0810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8487   -0.4830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5595   -0.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5493    0.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8283    1.1690    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.2770   -0.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2847   -1.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0021   -1.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7122   -1.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7004   -0.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9826   -0.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  2  0
 11  6  1  0
  4  7  1  0
  1 12  2  0
 13 14  1  0
  6  5  1  0
  5  3  1  0
 13  2  2  0
  2  4  1  0
  6  7  2  0
  3  4  2  0
 13 18  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
  7  8  1  0
  3  1  1  0
 19 20  2  0
  8  9  2  0
 20 21  1  0
  1 14  1  0
 21 22  2  0
  9 10  1  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2088248

   5-Phenyl-7,17-dithia-3,4,9-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),4,8,11,13,15-hexaen-2-one

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: 349.44

Molecular Weight (Monoisotopic): 349.0344

AlogP: 3.97

#Rotatable Bonds: 1

Polar Surface Area: 47.25

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.53

CX LogD: 4.53

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.49

Np Likeness Score: -1.59

References

1. Basile L, Alvarez S, Blanco A, Santagati A, Granata G, Di Pietro P, Guccione S, Muñoz-Fernández MÁ..  (2012)  Sulfonilamidothiopyrimidone and thiopyrimidone derivatives as selective COX-2 inhibitors: synthesis, biological evaluation, and docking studies.,  57  [PMID:23047231] [10.1016/j.ejmech.2012.09.005]

Source

Source(1):

• Scientific Literature