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

ID: ALA4759201

PubChem CID: 155754828

Max Phase: Preclinical

Molecular Formula: C19H18F2N4O4S2

Molecular Weight: 468.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Cc2nc(C(=O)NCC(=O)N3CC(F)(F)C[C@H]3C#N)cs2)cc1

Standard InChI:  InChI=1S/C19H18F2N4O4S2/c1-12-2-4-14(5-3-12)31(28,29)10-16-24-15(9-30-16)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:  IBTPVUMVMUNDFX-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   18.9529   -2.8659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7819   -2.8634    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.3652   -2.1467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4961   -3.1276    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.1412   -3.8729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9640   -3.8077    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.0906   -4.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9131   -4.3816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4437   -5.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2063   -4.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3405   -3.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2486   -5.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0548   -6.6117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6241   -3.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7345   -5.1896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8015   -3.8288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3351   -3.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5125   -3.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6910   -2.4041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9751   -2.5867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2125   -2.9016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2763   -3.7242    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.0783   -3.9175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5095   -2.4697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7616   -3.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0355   -4.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0126   -4.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7160   -5.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4440   -4.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4633   -4.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6946   -6.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  4  1  0
  6  5  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  5  1  0
  5 11  1  0
 11  8  1  0
  9 12  1  1
 12 13  3  0
  7 14  1  0
  7 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 18  2  0
 21 24  1  0
 24  2  1  0
  2 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759201

   ---

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: 468.51

Molecular Weight (Monoisotopic): 468.0738

AlogP: 1.92

#Rotatable Bonds: 6

Polar Surface Area: 120.23

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.90

CX Basic pKa: ┄

CX LogP: 1.37

CX LogD: 1.37

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.69

Np Likeness Score: -1.62

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