4'-((N-Methylpentanamido)methyl)-[1,1'-biphenyl]-2-carboxylic Acid

ID: ALA4751424

PubChem CID: 162651170

Max Phase: Preclinical

Molecular Formula: C20H23NO3

Molecular Weight: 325.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCC(=O)N(C)Cc1ccc(-c2ccccc2C(=O)O)cc1

Standard InChI:  InChI=1S/C20H23NO3/c1-3-4-9-19(22)21(2)14-15-10-12-16(13-11-15)17-7-5-6-8-18(17)20(23)24/h5-8,10-13H,3-4,9,14H2,1-2H3,(H,23,24)

Standard InChI Key:  DGBCZLNKIZJEPQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   12.5891  -10.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2941   -9.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0032  -10.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0032  -10.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2941  -11.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5891  -10.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8800   -9.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1709  -10.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4660   -9.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4660   -8.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1709   -8.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8800   -8.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2941   -8.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5891   -8.3664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0032   -8.3664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7569   -8.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3428   -8.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6338   -8.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9247   -8.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2197   -8.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5106   -8.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3428   -7.5492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0478   -8.7791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0478   -9.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 12  2  0
  1  7  1  0
 13 14  2  0
 13 15  1  0
  2 13  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17 22  2  0
 17 23  1  0
 23 24  1  0
 16 23  1  0
 10 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4751424

   ---

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: 325.41

Molecular Weight (Monoisotopic): 325.1678

AlogP: 4.20

#Rotatable Bonds: 7

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: 3.68

CX Basic pKa: ┄

CX LogP: 4.04

CX LogD: 0.72

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.83

Np Likeness Score: -0.89

References

1. Hernandez-Olmos V,Heering J,Planz V,Liu T,Kaps A,Rajkumar R,Gramzow M,Kaiser A,Schubert-Zsilavecz M,Parnham MJ,Windbergs M,Steinhilber D,Proschak E.  (2020)  First Structure-Activity Relationship Study of Potent BLT2 Agonists as Potential Wound-Healing Promoters.,  63  (20): [PMID:32946232] [10.1021/acs.jmedchem.0c00588]

2. Yokomizo, T T, Kato, K K, Terawaki, K K, Izumi, T T and Shimizu, T T.  2000-08-07  A second leukotriene B(4) receptor, BLT2. A new therapeutic target in inflammation and immunological disorders.  [PMID:10934230]

3. Iizuka, Yoshiko Y and 5 more authors.  2005-07-01  Characterization of a mouse second leukotriene B4 receptor, mBLT2: BLT2-dependent ERK activation and cell migration of primary mouse keratinocytes.  [PMID:15866883]

4. Okuno, Toshiaki and 5 more authors.  2008-04-14  12(S)-Hydroxyheptadeca-5Z, 8E, 10E-trienoic acid is a natural ligand for leukotriene B4 receptor 2.  [PMID:18378794]

Source

Source(1):

• Scientific Literature