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

ID: ALA4753057

PubChem CID: 162653821

Max Phase: Preclinical

Molecular Formula: C24H23NO3

Molecular Weight: 373.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(=O)N(Cc1ccc(-c2ccccc2C(=O)O)cc1)c1ccccc1

Standard InChI:  InChI=1S/C24H23NO3/c1-2-8-23(26)25(20-9-4-3-5-10-20)17-18-13-15-19(16-14-18)21-11-6-7-12-22(21)24(27)28/h3-7,9-16H,2,8,17H2,1H3,(H,27,28)

Standard InChI Key:  OKIAVBYKGKWODE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.5377   -6.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2535   -6.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2535   -7.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5377   -8.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8260   -7.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1101   -6.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3984   -6.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6825   -6.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6825   -5.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3984   -5.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1101   -5.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5377   -5.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2535   -5.2317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8260   -5.2317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9667   -5.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5391   -5.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8233   -5.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1116   -5.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3958   -5.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5391   -4.4067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2509   -5.6483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2509   -6.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5364   -6.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5364   -7.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2509   -8.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9653   -7.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9653   -6.8858    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
 17 21  2  0
 17 22  1  0
 22 23  1  0
 16 22  1  0
 10 16  1  0
 23 24  1  0
 23 28  2  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753057

   ---

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: 373.45

Molecular Weight (Monoisotopic): 373.1678

AlogP: 5.39

#Rotatable Bonds: 7

Polar Surface Area: 57.61

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.68

CX Basic pKa: ┄

CX LogP: 5.25

CX LogD: 1.94

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.60

Np Likeness Score: -1.00

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