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

ID: ALA4761499

PubChem CID: 155754558

Max Phase: Preclinical

Molecular Formula: C20H17F2N7O2S

Molecular Weight: 457.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#C[C@@H]1CC(F)(F)CN1C(=O)CNC(=O)c1csc(Cc2ccc(-n3cncn3)cc2)n1

Standard InChI:  InChI=1S/C20H17F2N7O2S/c21-20(22)6-15(7-23)28(10-20)18(30)8-25-19(31)16-9-32-17(27-16)5-13-1-3-14(4-2-13)29-12-24-11-26-29/h1-4,9,11-12,15H,5-6,8,10H2,(H,25,31)/t15-/m0/s1

Standard InChI Key:  NTVCUWWTUPIBEG-HNNXBMFYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   16.3191   -1.4355    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.7098   -2.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1441   -1.4606    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.9582   -4.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3935   -3.4537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2137   -3.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4110   -2.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0796   -2.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7444   -4.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2753   -4.6588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1336   -4.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3475   -4.8819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6983   -4.8289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8737   -4.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4385   -5.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4844   -4.0752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6163   -5.5667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4190   -6.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1199   -6.8030    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.7503   -6.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6549   -6.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5423   -7.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7763   -7.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6636   -8.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3156   -9.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0826   -8.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1917   -7.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2097   -9.9483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4829  -10.3387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6295  -11.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4471  -11.2620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8055  -10.5190    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
  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
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 28  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761499

   ---

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: 457.47

Molecular Weight (Monoisotopic): 457.1133

AlogP: 1.80

#Rotatable Bonds: 6

Polar Surface Area: 116.80

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.57

CX LogP: 1.11

CX LogD: 1.11

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.60

Np Likeness Score: -1.88

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