3-(4-(4-chlorophenyl)phenyl)-1-(pyrrolidin-1-yl)propan-1-one

ID: ALA4556367

PubChem CID: 155556679

Max Phase: Preclinical

Molecular Formula: C19H20ClNO

Molecular Weight: 313.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCc1ccc(-c2ccc(Cl)cc2)cc1)N1CCCC1

Standard InChI:  InChI=1S/C19H20ClNO/c20-18-10-8-17(9-11-18)16-6-3-15(4-7-16)5-12-19(22)21-13-1-2-14-21/h3-4,6-11H,1-2,5,12-14H2

Standard InChI Key:  KIEHFPQELRPEOU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   29.6255   -9.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9178   -9.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2101   -9.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5023   -9.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7946   -9.6123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5023   -8.3865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0447   -9.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4978   -9.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9065  -10.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7058  -10.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6225  -10.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3294  -10.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0381  -10.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0354   -9.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3280   -9.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7452  -10.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7450  -11.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4524  -12.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1605  -11.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1568  -10.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4488  -10.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8693  -12.0611    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  5  1  0
  1 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  1  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 13 16  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4556367

   ---

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: 313.83

Molecular Weight (Monoisotopic): 313.1233

AlogP: 4.56

#Rotatable Bonds: 4

Polar Surface Area: 20.31

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.35

CX LogD: 4.35

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.81

Np Likeness Score: -0.92

References

1. Zhou P, Xiang L, Zhao D, Ren J, Qiu Y, Li Y..  (2019)  Synthesis, biological evaluation, and structure activity relationship (SAR) study of pyrrolidine amide derivatives as N-acylethanolamine acid amidase (NAAA) inhibitors.,  10  (2): [PMID:30931090] [10.1039/C8MD00432C]

Source

Source(1):

• Scientific Literature