N-(4-(4-(Hydroxymethyl)pyridin-3-yl)benzyl)-N-phenylpentanamide

ID: ALA4792472

PubChem CID: 162670478

Max Phase: Preclinical

Molecular Formula: C25H27NO2

Molecular Weight: 373.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCC(=O)N(Cc1ccc(-c2ccccc2CO)cc1)c1ccccc1

Standard InChI:  InChI=1S/C25H27NO2/c1-2-3-13-25(28)26(23-10-5-4-6-11-23)18-20-14-16-21(17-15-20)24-12-8-7-9-22(24)19-27/h4-12,14-17,27H,2-3,13,18-19H2,1H3

Standard InChI Key:  QJHPTZBAXQZOSF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    8.9009   -5.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1918   -6.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4827   -5.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7777   -6.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0686   -5.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9009   -4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6099   -6.0528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6099   -6.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3149   -7.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3149   -8.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6099   -8.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9009   -8.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9009   -7.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3149   -5.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4380   -6.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7331   -7.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0240   -6.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0240   -6.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7331   -5.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4380   -6.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1471   -7.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8562   -6.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5612   -7.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5612   -8.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8562   -8.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1471   -8.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8573   -6.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5655   -5.6451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  6  2  0
  1  7  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  2  0
  7  8  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  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
 15 21  1  0
 14 18  1  0
  7 14  1  0
 22 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4792472

   ---

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: 373.50

Molecular Weight (Monoisotopic): 373.2042

AlogP: 5.57

#Rotatable Bonds: 8

Polar Surface Area: 40.54

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.27

CX LogD: 5.27

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.56

Np Likeness Score: -0.79

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