(S)-5-(4-chlorophenyl)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)pyrazine-2-carboxamide

ID: ALA4782931

PubChem CID: 162664780

Max Phase: Preclinical

Molecular Formula: C18H14ClF2N5O2

Molecular Weight: 405.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#C[C@@H]1CC(F)(F)CN1C(=O)CNC(=O)c1cnc(-c2ccc(Cl)cc2)cn1

Standard InChI:  InChI=1S/C18H14ClF2N5O2/c19-12-3-1-11(2-4-12)14-7-24-15(8-23-14)17(28)25-9-16(27)26-10-18(20,21)5-13(26)6-22/h1-4,7-8,13H,5,9-10H2,(H,25,28)/t13-/m0/s1

Standard InChI Key:  XJERLNGAISBIJH-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

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    8.7802  -18.9501    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.1672  -19.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5974  -18.9750    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.4228  -21.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8538  -20.9491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6663  -20.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8617  -20.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5430  -20.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1920  -21.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7178  -22.1428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6060  -21.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8084  -22.3638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1749  -22.3114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3581  -22.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9270  -22.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9724  -21.5647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1126  -22.9555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6818  -23.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0639  -24.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8816  -24.3966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3171  -23.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6307  -25.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8130  -25.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3794  -25.7212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7624  -26.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5833  -26.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0133  -25.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296  -27.1373    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
  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  2  0
 15 21  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  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
 19 22  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782931

   ---

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: 405.79

Molecular Weight (Monoisotopic): 405.0804

AlogP: 2.29

#Rotatable Bonds: 4

Polar Surface Area: 98.98

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.67

CX Basic pKa: ┄

CX LogP: 1.30

CX LogD: 1.30

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.84

Np Likeness Score: -1.28

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