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

ID: ALA4782881

PubChem CID: 162664379

Max Phase: Preclinical

Molecular Formula: C18H16F3N3O4S

Molecular Weight: 313.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nc3sc4c(c3c(=O)[nH]2)CCNC4)cc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C16H15N3O2S.C2HF3O2/c1-21-10-4-2-9(3-5-10)14-18-15(20)13-11-6-7-17-8-12(11)22-16(13)19-14;3-2(4,5)1(6)7/h2-5,17H,6-8H2,1H3,(H,18,19,20);(H,6,7)

Standard InChI Key:  CZFJMZTZNYYPLN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   14.4638  -22.4855    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.8766  -23.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2852  -22.4830    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.1705  -23.6086    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.5866  -23.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2946  -23.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5866  -24.4261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8922  -21.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8922  -22.6048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6073  -23.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6073  -21.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3223  -21.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3267  -22.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1123  -22.8546    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.1051  -21.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5859  -22.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3968  -22.0966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7334  -21.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2484  -20.6844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4311  -20.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5544  -21.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0383  -21.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8609  -21.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2005  -21.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7073  -20.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8864  -20.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9449  -20.1008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0236  -20.9997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5089  -21.6695    0.0000 C   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
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: 313.38

Molecular Weight (Monoisotopic): 313.0885

AlogP: 2.31

#Rotatable Bonds: 2

Polar Surface Area: 67.01

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.74

CX Basic pKa: 8.43

CX LogP: 1.46

CX LogD: 1.19

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: -1.40

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