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

ID: ALA4755611

PubChem CID: 162655235

Max Phase: Preclinical

Molecular Formula: C25H23NO3

Molecular Weight: 385.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccccc1-c1ccc(CN(C(=O)CC2CC2)c2ccccc2)cc1

Standard InChI:  InChI=1S/C25H23NO3/c27-24(16-18-10-11-18)26(21-6-2-1-3-7-21)17-19-12-14-20(15-13-19)22-8-4-5-9-23(22)25(28)29/h1-9,12-15,18H,10-11,16-17H2,(H,28,29)

Standard InChI Key:  KELQDDVYXNMXER-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   15.2666  -10.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9825  -10.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6942  -10.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6942  -11.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9825  -12.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2666  -11.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5508  -10.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8391  -10.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1233  -10.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1233   -9.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8391   -9.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5508   -9.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9825   -9.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6942   -9.1920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2666   -9.1920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4074   -9.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9798   -9.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2639   -9.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9798   -8.3670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6957   -9.6087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6957  -10.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4074  -10.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4074  -11.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6957  -12.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9798  -11.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9798  -10.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5523   -9.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7273   -9.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1398   -8.4804    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
 17 19  2  0
 17 20  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 21 26  2  0
 20 21  1  0
 27 28  1  0
 28 29  1  0
 27 29  1  0
 18 27  1  0
 16 20  1  0
 10 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755611

   ---

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: 385.46

Molecular Weight (Monoisotopic): 385.1678

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: 5.07

CX LogD: 1.76

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -0.93

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