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

ID: ALA4746904

PubChem CID: 162650682

Max Phase: Preclinical

Molecular Formula: C17H12F5N3O3S

Molecular Weight: 319.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)C(F)(F)F.O=c1[nH]c(-c2cc(F)cc(F)c2)nc2sc3c(c12)CCNC3

Standard InChI:  InChI=1S/C15H11F2N3OS.C2HF3O2/c16-8-3-7(4-9(17)5-8)13-19-14(21)12-10-1-2-18-6-11(10)22-15(12)20-13;3-2(4,5)1(6)7/h3-5,18H,1-2,6H2,(H,19,20,21);(H,6,7)

Standard InChI Key:  HXGBWBNMXJPQHE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.4617  -23.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8712  -22.7141    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.7540  -23.8424    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1734  -23.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8831  -23.4326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1734  -24.6619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687  -22.8974    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9614  -21.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4460  -22.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2607  -22.1358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5969  -21.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1083  -20.7162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2873  -20.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4216  -21.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9093  -21.9699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7356  -21.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0749  -21.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5779  -20.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7535  -20.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8014  -20.1328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9127  -19.6932    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.2182  -22.5506    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1795  -22.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739  -21.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4644  -21.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7559  -21.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7615  -22.6538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4756  -23.0592    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
 24  8  1  0
  8 10  1  0
  9 25  1  0
  9 10  2  0
  9 14  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 12 15  1  0
 14 21  2  0
 19 22  1  0
 17 23  1  0
 24 25  2  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 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: 319.34

Molecular Weight (Monoisotopic): 319.0591

AlogP: 2.58

#Rotatable Bonds: 1

Polar Surface Area: 57.78

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.86

CX Basic pKa: 8.49

CX LogP: 1.95

CX LogD: 1.64

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.72

Np Likeness Score: -1.69

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