4-(4-(furan-2-carbonyl)piperazin-1-yl)-1-(3'-methoxybiphenyl-3-yl)pyrrolidin-2-one

ID: ALA5084120

PubChem CID: 166627936

Max Phase: Preclinical

Molecular Formula: C26H27N3O4

Molecular Weight: 445.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(-c2cccc(N3CC(N4CCN(C(=O)c5ccco5)CC4)CC3=O)c2)c1

Standard InChI:  InChI=1S/C26H27N3O4/c1-32-23-8-3-6-20(16-23)19-5-2-7-21(15-19)29-18-22(17-25(29)30)27-10-12-28(13-11-27)26(31)24-9-4-14-33-24/h2-9,14-16,22H,10-13,17-18H2,1H3

Standard InChI Key:  NLHPYIWZTOMELJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   24.0025  -11.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0014  -12.0497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7094  -12.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4191  -12.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4163  -11.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7077  -10.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1224  -10.8153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8698  -11.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4144  -10.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0031   -9.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2044   -9.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5948   -9.4556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2274  -10.6153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5599  -11.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3691  -11.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8506  -10.7860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5168  -10.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7016   -9.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6633  -10.8714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9957  -11.6179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1437  -10.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9567  -10.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2093   -9.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5481   -8.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8871   -9.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7111  -13.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0017  -13.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0011  -14.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7093  -14.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4194  -14.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4165  -13.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1285  -14.9010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1312  -15.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
 11 12  2  0
  9 13  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 21  2  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
  3 26  1  0
 30 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5084120

   ---

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: 445.52

Molecular Weight (Monoisotopic): 445.2002

AlogP: 3.52

#Rotatable Bonds: 5

Polar Surface Area: 66.23

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.71

CX LogP: 2.57

CX LogD: 2.56

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.60

Np Likeness Score: -1.31

References

1. He Y, Schild M, Grether U, Benz J, Leibrock L, Heer D, Topp A, Collin L, Kuhn B, Wittwer M, Keller C, Gobbi LC, Schibli R, Mu L..  (2022)  Development of High Brain-Penetrant and Reversible Monoacylglycerol Lipase PET Tracers for Neuroimaging.,  65  (3.0): [PMID:35089028] [10.1021/acs.jmedchem.1c01706]

Source

Source(1):

• Scientific Literature