2-Nitro-4,9-dioxo-4,9-dihydrothieno[2,3-g]quinoline-8-carbaldehyde

ID: ALA4172826

PubChem CID: 141334304

Max Phase: Preclinical

Molecular Formula: C12H4N2O5S

Molecular Weight: 288.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=Cc1ccnc2c1C(=O)c1sc([N+](=O)[O-])cc1C2=O

Standard InChI:  InChI=1S/C12H4N2O5S/c15-4-5-1-2-13-9-8(5)11(17)12-6(10(9)16)3-7(20-12)14(18)19/h1-4H

Standard InChI Key:  NPABCQFFQVXDLG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    9.9694   -5.3964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2551   -5.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2402   -6.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9418   -7.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6561   -6.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3577   -7.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0720   -6.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0849   -5.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3833   -5.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6690   -5.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8657   -5.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3347   -6.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8418   -6.9232    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3982   -4.6027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3448   -7.8723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1530   -6.2845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5498   -6.9988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5744   -5.5829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9289   -7.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6368   -8.2713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  1 10  1  0
  5 10  2  0
 11 12  2  0
 12 13  1  0
  7 13  1  0
  8 11  1  0
  9 14  2  0
  6 15  2  0
 16 17  2  0
 16 18  1  0
 12 16  1  0
  4 19  1  0
 19 20  2  0
M  CHG  2  16   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4172826

   ---

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: 288.24

Molecular Weight (Monoisotopic): 287.9841

AlogP: 1.64

#Rotatable Bonds: 2

Polar Surface Area: 107.24

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.75

CX LogP: 1.82

CX LogD: 1.82

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.40

Np Likeness Score: -0.03

References

1. Liu N, Zhong H, Tu J, Jiang Z, Jiang Y, Jiang Y, Jiang Y, Li J, Zhang W, Wang Y, Sheng C..  (2018)  Discovery of simplified sampangine derivatives as novel fungal biofilm inhibitors.,  143  [PMID:29126739] [10.1016/j.ejmech.2017.10.043]

Source

Source(1):

• Scientific Literature