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

ID: ALA4753841

PubChem CID: 162653581

Max Phase: Preclinical

Molecular Formula: C27H21NO3

Molecular Weight: 407.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccccc1-c1ccc(CN(C(=O)c2ccccc2)c2ccccc2)cc1

Standard InChI:  InChI=1S/C27H21NO3/c29-26(22-9-3-1-4-10-22)28(23-11-5-2-6-12-23)19-20-15-17-21(18-16-20)24-13-7-8-14-25(24)27(30)31/h1-18H,19H2,(H,30,31)

Standard InChI Key:  BAFVLFNRDQYHGA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.5985  -10.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3035  -10.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.8894  -11.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.4754  -10.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7663  -10.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7663   -9.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.5985   -9.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8894   -9.1072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3035   -9.1072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0572   -9.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2291  -10.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5200   -9.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2291   -9.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6431   -8.2900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3522   -9.5199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3522  -10.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0572  -10.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0572  -11.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3522  -11.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6431  -11.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6431  -10.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  7 12  2  0
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  2 13  1  0
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 30 31  1  0
 26 31  2  0
 25 26  1  0
 16 25  1  0
 10 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753841

   ---

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: 407.47

Molecular Weight (Monoisotopic): 407.1521

AlogP: 5.90

#Rotatable Bonds: 6

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: 5.96

CX LogD: 2.65

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.43

Np Likeness Score: -0.99

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