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

ID: ALA4777189

PubChem CID: 162642938

Max Phase: Preclinical

Molecular Formula: C22H27NO3

Molecular Weight: 353.46

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H27NO3/c1-4-5-10-21(24)23(16(2)3)15-17-11-13-18(14-12-17)19-8-6-7-9-20(19)22(25)26/h6-9,11-14,16H,4-5,10,15H2,1-3H3,(H,25,26)

Standard InChI Key:  IVWWCUUDABZYOO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   14.6372   -9.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3463   -8.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0553   -9.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0553   -9.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3463  -10.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6372   -9.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9322   -8.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2231   -9.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5140   -8.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5140   -7.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2231   -7.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9322   -7.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3463   -7.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0553   -7.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6372   -7.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8091   -7.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1000   -8.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8091   -9.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8091   -9.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5140  -10.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5140  -11.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3909   -9.1459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1000   -7.9202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3909   -7.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6859   -7.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3909   -6.6902    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
 24 25  1  0
 24 26  1  0
 23 24  1  0
 16 23  1  0
 10 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777189

   ---

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: 353.46

Molecular Weight (Monoisotopic): 353.1991

AlogP: 4.98

#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: 3.68

CX Basic pKa: ┄

CX LogP: 4.81

CX LogD: 1.50

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -0.94

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