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

ID: ALA4877651

Cas Number: 141745-36-0

PubChem CID: 67903275

Max Phase: Preclinical

Molecular Formula: C23H26N6O

Molecular Weight: 402.50

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H26N6O/c1-4-5-10-20-24-23(2,3)22(30)29(20)15-16-11-13-17(14-12-16)18-8-6-7-9-19(18)21-25-27-28-26-21/h6-9,11-14H,4-5,10,15H2,1-3H3,(H,25,26,27,28)

Standard InChI Key:  DTQSQYVSPRWGGI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   33.9368  -14.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1118  -14.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1876  -15.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2607  -13.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2595  -14.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9744  -15.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6907  -14.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6879  -13.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9726  -13.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4024  -15.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4023  -15.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1165  -16.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8314  -15.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8273  -15.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1126  -14.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1084  -13.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7737  -13.3002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.5154  -12.5167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6904  -12.5203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4389  -13.3060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5461  -13.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8317  -13.7877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0786  -13.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5267  -14.0611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7462  -14.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3595  -15.1555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9089  -12.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1249  -12.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9553  -11.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1713  -11.3196    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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  7 10  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  2  0
 15 16  1  0
  4 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24  1  1  0
  1 25  1  0
 25 22  1  0
 25 26  2  0
 23 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877651

   2-butyl-5,5-dimethyl-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazol-4-one

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: 402.50

Molecular Weight (Monoisotopic): 402.2168

AlogP: 4.24

#Rotatable Bonds: 7

Polar Surface Area: 87.13

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.33

CX Basic pKa: 4.27

CX LogP: 3.77

CX LogD: 2.76

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: -0.80

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