3-Amino-8-methylthieno[2,3-g]quinoline-4,9-dione

ID: ALA4174097

PubChem CID: 141334347

Max Phase: Preclinical

Molecular Formula: C12H8N2O2S

Molecular Weight: 244.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccnc2c1C(=O)c1scc(N)c1C2=O

Standard InChI:  InChI=1S/C12H8N2O2S/c1-5-2-3-14-9-7(5)11(16)12-8(10(9)15)6(13)4-17-12/h2-4H,13H2,1H3

Standard InChI Key:  CKLRTYVXIPMXIH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   18.0747   -5.6331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8919   -5.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3005   -4.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8919   -4.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0747   -4.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6661   -3.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8489   -3.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4403   -4.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8489   -4.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6661   -4.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6419   -4.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5579   -3.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3052   -2.9035    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.4403   -5.6331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0747   -2.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3005   -3.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9275   -4.4608    0.0000 N   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
  4 16  1  0
 11 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4174097

   ---

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: 244.28

Molecular Weight (Monoisotopic): 244.0306

AlogP: 1.81

#Rotatable Bonds: ┄

Polar Surface Area: 73.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.23

CX LogP: 2.33

CX LogD: 2.33

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.65

Np Likeness Score: 0.44

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