(S)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)-2-((4-(trifluoromethyl)phenylsulfonyl)methyl)thiazole-4-carboxamide

ID: ALA4758299

PubChem CID: 155755014

Max Phase: Preclinical

Molecular Formula: C19H15F5N4O4S2

Molecular Weight: 522.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#C[C@@H]1CC(F)(F)CN1C(=O)CNC(=O)c1csc(CS(=O)(=O)c2ccc(C(F)(F)F)cc2)n1

Standard InChI:  InChI=1S/C19H15F5N4O4S2/c20-18(21)5-12(6-25)28(10-18)16(29)7-26-17(30)14-8-33-15(27-14)9-34(31,32)13-3-1-11(2-4-13)19(22,23)24/h1-4,8,12H,5,7,9-10H2,(H,26,30)/t12-/m0/s1

Standard InChI Key:  NFVMOVDFHPHEHQ-LBPRGKRZSA-N

Molfile:  

 
     RDKit          2D

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    4.3367   -2.9114    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9200   -2.1947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0378   -3.1568    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   11.7480   -4.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8179   -3.7534    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6199   -3.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3163   -3.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5674   -4.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2709   -5.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9988   -4.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0181   -4.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2494   -6.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5245   -6.5988    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9529   -6.6359    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2423   -7.0332    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0512   -2.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
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  7  8  1  0
  8  9  1  0
  9 10  1  0
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  9 12  1  1
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  2 24  1  0
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 26 27  2  0
 27 28  1  0
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 27 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
  2 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4758299

   ---

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: 522.48

Molecular Weight (Monoisotopic): 522.0455

AlogP: 2.63

#Rotatable Bonds: 6

Polar Surface Area: 120.23

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.80

CX Basic pKa: ┄

CX LogP: 1.73

CX LogD: 1.73

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.58

Np Likeness Score: -1.61

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