(S)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)-2-(4-(trifluoromethoxy)benzyl)thiazole-4-carboxamide

ID: ALA4744633

PubChem CID: 155755073

Max Phase: Preclinical

Molecular Formula: C19H15F5N4O3S

Molecular Weight: 474.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#C[C@@H]1CC(F)(F)CN1C(=O)CNC(=O)c1csc(Cc2ccc(OC(F)(F)F)cc2)n1

Standard InChI:  InChI=1S/C19H15F5N4O3S/c20-18(21)6-12(7-25)28(10-18)16(29)8-26-17(30)14-9-32-15(27-14)5-11-1-3-13(4-2-11)31-19(22,23)24/h1-4,9,12H,5-6,8,10H2,(H,26,30)/t12-/m0/s1

Standard InChI Key:  WYBXEQQFDLJIFJ-LBPRGKRZSA-N

Molfile:  

 
     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   18.0271  -10.0190    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.4179  -10.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8521  -10.0442    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.6662  -12.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1015  -12.0372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9218  -11.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1190  -11.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7877  -11.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4525  -12.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9833  -13.2423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8417  -12.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0556  -13.4655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4065  -13.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5819  -13.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1466  -14.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1925  -12.6587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3244  -14.1502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1271  -14.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8281  -15.3865    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.4585  -14.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3631  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2505  -16.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4845  -16.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3718  -17.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0238  -17.7122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7907  -17.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8999  -16.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9123  -18.5296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1487  -18.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0372  -19.6594    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.4964  -18.3366    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.4295  -19.2465    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  6  1  0
  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
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 15  2  0
 18 21  1  0
 21 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
 25 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744633

   ---

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: 474.41

Molecular Weight (Monoisotopic): 474.0785

AlogP: 3.12

#Rotatable Bonds: 6

Polar Surface Area: 95.32

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.65

Np Likeness Score: -1.33

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