1-((2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl)-2-butyl-4-methyl-4-phenyl-1H-imidazol-5(4H)-one

ID: ALA4856425

PubChem CID: 164613537

Max Phase: Preclinical

Molecular Formula: C28H28N6O

Molecular Weight: 464.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCC1=NC(C)(c2ccccc2)C(=O)N1Cc1ccc(-c2ccccc2-c2nnn[nH]2)cc1

Standard InChI:  InChI=1S/C28H28N6O/c1-3-4-14-25-29-28(2,22-10-6-5-7-11-22)27(35)34(25)19-20-15-17-21(18-16-20)23-12-8-9-13-24(23)26-30-32-33-31-26/h5-13,15-18H,3-4,14,19H2,1-2H3,(H,30,31,32,33)

Standard InChI Key:  RRFIJSWWTWPMAC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.2163  -12.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2921  -13.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3652  -11.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2171  -12.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2130  -11.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8782  -10.9294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6199  -10.1459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7949  -10.1495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5434  -10.9352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6506  -11.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9362  -11.4169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1831  -11.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312  -11.6903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8507  -12.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4640  -12.7847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0134  -10.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2294  -10.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0598   -9.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2758   -8.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7356  -13.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858  -14.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7927  -14.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3487  -14.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0955  -13.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  1  1  0
  4  5  2  0
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  7 10  1  0
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 15 16  1  0
  4 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
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  1 25  1  0
 25 22  1  0
 25 26  2  0
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 27 28  1  0
 28 29  1  0
 29 30  1  0
  3 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35  3  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4856425

   ---

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: 464.57

Molecular Weight (Monoisotopic): 464.2325

AlogP: 5.38

#Rotatable Bonds: 8

Polar Surface Area: 87.13

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.24

CX Basic pKa: 3.23

CX LogP: 5.49

CX LogD: 4.13

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -0.71

References

1. Hernandez-Olmos V, Heering J, Bischoff-Kont I, Kaps A, Rajkumar R, Liu T, Fürst R, Steinhilber D, Proschak E..  (2021)  Discovery of Irbesartan Derivatives as BLT2 Agonists by Virtual Screening.,  12  (8.0): [PMID:34413955] [10.1021/acsmedchemlett.1c00240]

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