(S)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)-2-(p-tolylthiomethyl)thiazole-4-carboxamide

ID: ALA4780357

PubChem CID: 155754620

Max Phase: Preclinical

Molecular Formula: C19H18F2N4O2S2

Molecular Weight: 436.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(SCc2nc(C(=O)NCC(=O)N3CC(F)(F)C[C@H]3C#N)cs2)cc1

Standard InChI:  InChI=1S/C19H18F2N4O2S2/c1-12-2-4-14(5-3-12)28-10-16-24-15(9-29-16)18(27)23-8-17(26)25-11-19(20,21)6-13(25)7-22/h2-5,9,13H,6,8,10-11H2,1H3,(H,23,27)/t13-/m0/s1

Standard InChI Key:  REWJLEXLSFEDEB-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

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   26.7010  -17.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2530  -16.7331    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.6808  -16.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3953  -17.0687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4815  -17.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2885  -18.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1490  -16.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8684  -18.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2553  -18.9932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9664  -17.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6808  -15.8312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2519  -16.6562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5374  -17.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8229  -16.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5374  -17.8937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0693  -16.9917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5172  -16.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9297  -15.6642    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.7367  -15.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6968  -16.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3612  -17.2186    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.5407  -17.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2052  -18.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3847  -18.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8998  -17.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2353  -16.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0558  -16.6374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0793  -17.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
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  6  7  1  0
  7  2  1  0
  2  8  1  0
  8  5  1  0
  6  9  1  1
  9 10  3  0
  4 11  1  0
  4 12  2  0
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 14 15  1  0
 14 16  2  0
 15 17  1  0
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 18 19  1  0
 19 20  1  0
 20 15  2  0
 18 21  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 26 29  1  0
 22 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780357

   ---

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: 436.51

Molecular Weight (Monoisotopic): 436.0839

AlogP: 3.23

#Rotatable Bonds: 6

Polar Surface Area: 86.09

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.39

CX LogD: 2.39

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.70

Np Likeness Score: -1.56

References

1. Jung HJ,Nam EH,Park JY,Ghosh P,Kim IS.  (2021)  Identification of BR102910 as a selective fibroblast activation protein (FAP) inhibitor.,  37  [PMID:33571650] [10.1016/j.bmcl.2021.127846]

Source

Source(1):

• Scientific Literature