3-(7-oxo-7-(pyrrolidin-1-yl)heptyl)benzoic acid

ID: ALA4467865

PubChem CID: 155532389

Max Phase: Preclinical

Molecular Formula: C18H25NO3

Molecular Weight: 303.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cccc(CCCCCCC(=O)N2CCCC2)c1

Standard InChI:  InChI=1S/C18H25NO3/c20-17(19-12-5-6-13-19)11-4-2-1-3-8-15-9-7-10-16(14-15)18(21)22/h7,9-10,14H,1-6,8,11-13H2,(H,21,22)

Standard InChI Key:  ORLJMDYAJURICX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    9.5009  -13.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2086  -13.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9163  -13.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7932  -13.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0855  -13.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3778  -13.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6700  -13.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9623  -13.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2546  -13.8138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9623  -12.5880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5047  -13.4799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9578  -14.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3665  -14.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1658  -14.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9138  -14.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6206  -15.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3293  -14.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3267  -13.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6192  -13.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6207  -15.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9128  -16.2672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3282  -16.2679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14  9  1  0
  3 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  3  1  0
 20 21  1  0
 20 22  2  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4467865

   ---

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: 303.40

Molecular Weight (Monoisotopic): 303.1834

AlogP: 3.50

#Rotatable Bonds: 8

Polar Surface Area: 57.61

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.07

CX Basic pKa: ┄

CX LogP: 3.54

CX LogD: 0.42

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: -0.44

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