4-(7-oxo-7-(pyrrolidin-1-yl)heptyl)benzoic acid

ID: ALA4552819

PubChem CID: 155556127

Max Phase: Preclinical

Molecular Formula: C18H25NO3

Molecular Weight: 303.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(CCCCCCC(=O)N2CCCC2)cc1

Standard InChI:  InChI=1S/C18H25NO3/c20-17(19-13-5-6-14-19)8-4-2-1-3-7-15-9-11-16(12-10-15)18(21)22/h9-12H,1-8,13-14H2,(H,21,22)

Standard InChI Key:  TZDCXLHGQIPSCY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    9.9961  -20.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7039  -19.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4116  -20.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2884  -19.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5807  -20.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8730  -19.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1653  -20.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4576  -19.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7499  -20.0005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4576  -18.7748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999  -19.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4531  -20.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8617  -20.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6610  -20.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4090  -20.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1159  -21.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8246  -20.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8220  -19.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1145  -19.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5364  -21.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5375  -22.0452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2436  -20.8184    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
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552819

   ---

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: 4.24

CX Basic pKa: ┄

CX LogP: 3.54

CX LogD: 0.53

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: -0.39

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