2-(3-Chloro-4,5-dimethoxyphenyl)-5,6,7,8-tetrahydropyridylthieno[2,3-d]pyrimidin-4(3H)-one trifluoroacetic acid

ID: ALA4798194

PubChem CID: 162674617

Max Phase: Preclinical

Molecular Formula: C19H17ClF3N3O5S

Molecular Weight: 377.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(-c2nc3sc4c(c3c(=O)[nH]2)CCNC4)cc(Cl)c1OC.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C17H16ClN3O3S.C2HF3O2/c1-23-11-6-8(5-10(18)14(11)24-2)15-20-16(22)13-9-3-4-19-7-12(9)25-17(13)21-15;3-2(4,5)1(6)7/h5-6,19H,3-4,7H2,1-2H3,(H,20,21,22);(H,6,7)

Standard InChI Key:  ATUNANRZHQJRNG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   28.7683  -21.1060    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.1813  -21.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5900  -21.1036    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.4750  -22.2295    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.8914  -22.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5997  -21.8206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8914  -23.0472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5653  -21.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5653  -22.5490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2805  -22.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2805  -21.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9959  -21.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0004  -22.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7861  -22.7987    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.7788  -21.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2597  -22.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0710  -22.0405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4077  -21.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9226  -20.6279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1050  -20.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2289  -21.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7129  -21.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5358  -21.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8755  -21.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3822  -20.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5611  -20.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6187  -20.0441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6989  -20.9434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1843  -21.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0188  -22.4559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6825  -23.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7130  -19.6082    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  2  1  0
  2  5  1  0
  5  6  1  0
  5  7  2  0
  8  9  1  0
  8 11  1  0
  9 10  1  0
 10 13  1  0
 12 11  1  0
 12 13  2  0
 13 14  1  0
 14 16  1  0
 15 12  1  0
 15 16  2  0
 15 20  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 18 21  1  0
 20 27  2  0
 24 28  1  0
 28 29  1  0
 23 30  1  0
 30 31  1  0
 25 32  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 377.85

Molecular Weight (Monoisotopic): 377.0601

AlogP: 2.97

#Rotatable Bonds: 3

Polar Surface Area: 76.24

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.83

CX Basic pKa: 8.47

CX LogP: 1.94

CX LogD: 1.64

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -1.29

References

1. Gold M,Köhler L,Lanzloth C,Andronache I,Anant S,Dandawate P,Biersack B,Schobert R.  (2020)  Synthesis and bioevaluation of new vascular-targeting and anti-angiogenic thieno[2,3-d]pyrimidin-4(3H)-ones.,  189  [PMID:31958738] [10.1016/j.ejmech.2020.112060]

Source

Source(1):

• Scientific Literature