(S)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)-2-(3-(3,4-dichlorophenyl)propyl)thiazole-4-carboxamide

ID: ALA4743736

PubChem CID: 162646854

Max Phase: Preclinical

Molecular Formula: C20H18Cl2F2N4O2S

Molecular Weight: 487.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#C[C@@H]1CC(F)(F)CN1C(=O)CNC(=O)c1csc(CCCc2ccc(Cl)c(Cl)c2)n1

Standard InChI:  InChI=1S/C20H18Cl2F2N4O2S/c21-14-5-4-12(6-15(14)22)2-1-3-17-27-16(10-31-17)19(30)26-9-18(29)28-11-20(23,24)7-13(28)8-25/h4-6,10,13H,1-3,7,9,11H2,(H,26,30)/t13-/m0/s1

Standard InChI Key:  DPUGQHXSZXEHQR-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

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   30.5929   -3.2985    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.2379   -4.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0608   -3.9786    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.1873   -4.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0099   -4.5525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5405   -5.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3031   -4.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4372   -3.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3454   -5.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1516   -6.7827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7207   -3.9359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8313   -5.3606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8982   -3.9997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4317   -3.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6091   -3.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7877   -2.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0717   -2.7576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3090   -3.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3728   -3.8951    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.1748   -4.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6061   -2.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8805   -3.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1777   -2.6016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4522   -2.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7527   -2.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0277   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0047   -3.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7127   -4.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4348   -3.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6931   -5.0342    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.2797   -4.1713    0.0000 Cl  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
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  7  2  1  0
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  6  9  1  1
  9 10  3  0
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  4 12  2  0
 11 13  1  0
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 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 28 30  1  0
 27 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743736

   ---

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: 487.36

Molecular Weight (Monoisotopic): 486.0496

AlogP: 4.11

#Rotatable Bonds: 7

Polar Surface Area: 86.09

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.22

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: -1.35

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