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

ID: ALA4794649

PubChem CID: 162672880

Max Phase: Preclinical

Molecular Formula: C25H31NO3

Molecular Weight: 393.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCC(=O)N(Cc1ccc(-c2ccccc2C(=O)O)cc1)C1CCCCC1

Standard InChI:  InChI=1S/C25H31NO3/c1-2-3-13-24(27)26(21-9-5-4-6-10-21)18-19-14-16-20(17-15-19)22-11-7-8-12-23(22)25(28)29/h7-8,11-12,14-17,21H,2-6,9-10,13,18H2,1H3,(H,28,29)

Standard InChI Key:  XNZCSVUUMOCBAQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.9520   -8.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6611   -8.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6611   -9.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9520   -9.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2471   -9.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5380   -8.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8289   -8.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1239   -8.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1239   -7.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8289   -7.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5380   -7.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9520   -7.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2471   -7.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6611   -7.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4148   -7.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0008   -7.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2917   -7.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5826   -7.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8776   -7.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1686   -7.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0008   -6.2491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7057   -7.4790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7057   -8.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4148   -8.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4148   -9.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7057   -9.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0008   -9.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0008   -8.7048    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
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 24 29  1  0
 23 24  1  0
 16 23  1  0
 10 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4794649

   ---

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: 393.53

Molecular Weight (Monoisotopic): 393.2304

AlogP: 5.90

#Rotatable Bonds: 8

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: 5.84

CX LogD: 2.52

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -0.96

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