(S)-5-(4-chlorophenyl)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)-1H-pyrrole-3-carboxamide

ID: ALA4758296

PubChem CID: 155754598

Max Phase: Preclinical

Molecular Formula: C18H15ClF2N4O2

Molecular Weight: 392.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#C[C@@H]1CC(F)(F)CN1C(=O)CNC(=O)c1c[nH]c(-c2ccc(Cl)cc2)c1

Standard InChI:  InChI=1S/C18H15ClF2N4O2/c19-13-3-1-11(2-4-13)15-5-12(8-23-15)17(27)24-9-16(26)25-10-18(20,21)6-14(25)7-22/h1-5,8,14,23H,6,9-10H2,(H,24,27)/t14-/m0/s1

Standard InChI Key:  CHSCEDQTDOQXSS-AWEZNQCLSA-N

Molfile:  

 
     RDKit          2D

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   22.8564  -13.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6246  -13.9242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2963  -14.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9466  -13.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6767  -13.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3168  -15.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6168  -15.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6346  -16.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3518  -16.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0525  -16.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0312  -15.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3711  -17.6539    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.1424  -12.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5685   -9.1150    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.9556   -9.8351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3857   -9.1398    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.2111  -11.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6422  -11.1139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4546  -11.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6501  -10.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3314  -10.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9804  -11.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5062  -12.3076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3943  -11.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5968  -12.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9633  -12.4762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7742  -11.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  3  6  1  0
  9 12  1  0
  5 13  1  0
 15 14  1  0
 16 15  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 15  1  0
 15 21  1  0
 21 18  1  0
 19 22  1  1
 22 23  3  0
 17 24  1  0
 17 25  2  0
 24 26  1  0
 26 13  1  0
 13 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4758296

   ---

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: 392.79

Molecular Weight (Monoisotopic): 392.0852

AlogP: 2.82

#Rotatable Bonds: 4

Polar Surface Area: 88.99

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.18

CX Basic pKa: ┄

CX LogP: 1.96

CX LogD: 1.96

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.84

Np Likeness Score: -1.08

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