6-(4-(Trifluoromethyl)phenyl)-4-(4-(vinylsulfonyl)piperazin-1-yl)thieno[2,3-d]pyrimidine

ID: ALA4874787

PubChem CID: 164627389

Max Phase: Preclinical

Molecular Formula: C19H17F3N4O2S2

Molecular Weight: 454.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CS(=O)(=O)N1CCN(c2ncnc3sc(-c4ccc(C(F)(F)F)cc4)cc23)CC1

Standard InChI:  InChI=1S/C19H17F3N4O2S2/c1-2-30(27,28)26-9-7-25(8-10-26)17-15-11-16(29-18(15)24-12-23-17)13-3-5-14(6-4-13)19(20,21)22/h2-6,11-12H,1,7-10H2

Standard InChI Key:  GDDIFDOOCBKQNY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.7296  -16.2572    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.7338  -17.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4394  -16.6622    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.6667  -13.0090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4881  -13.0090    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.0753  -12.2972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4881  -13.8303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7823  -14.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7823  -15.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4917  -15.4730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2011  -15.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2011  -14.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4917  -16.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7778  -16.7015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7778  -17.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4898  -17.9356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2009  -17.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2009  -16.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9763  -16.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4589  -17.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9857  -17.7620    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.2771  -17.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6943  -17.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5149  -17.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9192  -17.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5011  -16.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6819  -16.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2035  -12.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2035  -11.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1521  -17.7817    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  2  0
  6  5  2  0
  7  5  1  0
  8  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  7  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 18 17  2  0
 18 13  1  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 17 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  5 28  1  0
 28 29  2  0
 25  2  1  0
  2 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874787

   ---

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: 454.50

Molecular Weight (Monoisotopic): 454.0745

AlogP: 3.97

#Rotatable Bonds: 4

Polar Surface Area: 66.40

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.85

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.60

Np Likeness Score: -1.81

References

1. Li Y, Yang G, Zhang J, Tang P, Yang C, Wang G, Chen J, Liu J, Zhang L, Ouyang L..  (2021)  Discovery, Synthesis, and Evaluation of Highly Selective Vascular Endothelial Growth Factor Receptor 3 (VEGFR3) Inhibitor for the Potential Treatment of Metastatic Triple-Negative Breast Cancer.,  64  (16.0): [PMID:34351741] [10.1021/acs.jmedchem.1c00678]

Source

Source(1):

• Scientific Literature