2-(3-Cyanophenyl))-7-ethoxycarbonyl)-5,6,7,8-tetrahydropyridylthieno[2,3-d]pyrimidin-4(3H)-one

ID: ALA4761219

PubChem CID: 162659602

Max Phase: Preclinical

Molecular Formula: C19H16N4O3S

Molecular Weight: 380.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)N1CCc2c(sc3nc(-c4cccc(C#N)c4)[nH]c(=O)c23)C1

Standard InChI:  InChI=1S/C19H16N4O3S/c1-2-26-19(25)23-7-6-13-14(10-23)27-18-15(13)17(24)21-16(22-18)12-5-3-4-11(8-12)9-20/h3-5,8H,2,6-7,10H2,1H3,(H,21,22,24)

Standard InChI Key:  BPZJRUWEVKXTOF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   30.9583   -3.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9583   -4.2180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6677   -4.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6677   -2.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3772   -3.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3816   -4.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1610   -4.4658    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.1537   -3.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6308   -3.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4354   -3.7138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7694   -2.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2882   -2.3127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4773   -2.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5839   -2.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0640   -3.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8801   -3.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2171   -2.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7278   -2.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9134   -2.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9949   -1.7335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.0541   -1.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3822   -0.5540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2508   -4.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5429   -4.2188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8354   -4.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1275   -4.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2513   -5.4442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  9  1  0
  8  5  1  0
  8  9  2  0
  8 13  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 11 14  1  0
 13 20  2  0
 21 22  3  0
 18 21  1  0
  2 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 23 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761219

   ---

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: 380.43

Molecular Weight (Monoisotopic): 380.0943

AlogP: 3.04

#Rotatable Bonds: 2

Polar Surface Area: 99.08

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.84

CX Basic pKa: 0.52

CX LogP: 2.75

CX LogD: 2.63

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: -2.20

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