(S)-N-benzyl-1-(4-methylbenzyl)-5-oxopyrrolidine-2-carboximidamide hydrochloride

ID: ALA4513539

PubChem CID: 155538950

Max Phase: Preclinical

Molecular Formula: C20H24ClN3O

Molecular Weight: 321.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(CN2C(=O)CC[C@H]2C(=N)NCc2ccccc2)cc1.Cl

Standard InChI:  InChI=1S/C20H23N3O.ClH/c1-15-7-9-17(10-8-15)14-23-18(11-12-19(23)24)20(21)22-13-16-5-3-2-4-6-16;/h2-10,18H,11-14H2,1H3,(H2,21,22);1H/t18-;/m0./s1

Standard InChI Key:  OBTBOQPWVQEYKM-FERBBOLQSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    8.7827   -4.3625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4242   -3.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4230   -4.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1311   -4.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8407   -4.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8379   -3.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293   -3.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5441   -3.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2533   -3.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3409   -4.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1409   -4.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5469   -3.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9977   -3.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7354   -4.7731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1641   -2.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9402   -2.0208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5544   -1.7326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5499   -2.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3260   -2.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9315   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7069   -2.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8740   -1.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2594   -1.2554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4863   -1.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7150   -4.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  9  1  0
 10 14  2  0
 13 15  1  6
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  3 25  1  0
M  END

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: 321.42

Molecular Weight (Monoisotopic): 321.1841

AlogP: 3.25

#Rotatable Bonds: 5

Polar Surface Area: 56.19

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.31

CX LogP: 2.84

CX LogD: 0.54

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.66

Np Likeness Score: -0.75

References

1. Zhang L, Quan J, Zhao Y, Yang D, Zhao Q, Liu P, Cheng M, Ma C..  (2019)  Design, synthesis and biological evaluation of 1-benzyl-5-oxopyrrolidine-2-carboximidamide derivatives as novel neuroprotective agents.,  182  [PMID:31494474] [10.1016/j.ejmech.2019.111654]

Source

Source(1):

• Scientific Literature