5-((2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl)-3-butyl-1-propyl-1H-pyrazole-4-carboxylic acid

ID: ALA2283577

PubChem CID: 76323699

Max Phase: Preclinical

Molecular Formula: C25H28N6O2

Molecular Weight: 444.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCc1nn(CCC)c(Cc2ccc(-c3ccccc3-c3nnn[nH]3)cc2)c1C(=O)O

Standard InChI:  InChI=1S/C25H28N6O2/c1-3-5-10-21-23(25(32)33)22(31(28-21)15-4-2)16-17-11-13-18(14-12-17)19-8-6-7-9-20(19)24-26-29-30-27-24/h6-9,11-14H,3-5,10,15-16H2,1-2H3,(H,32,33)(H,26,27,29,30)

Standard InChI Key:  QCIJGFAGJSSBLV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.4952  -27.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2032  -27.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9129  -27.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.6177  -28.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3252  -29.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0332  -28.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0293  -27.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.4551  -24.8620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2024  -24.0849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7453  -24.5681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1811  -25.9147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3171  -26.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9762  -26.0844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7203  -25.3083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9030  -25.3119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6540  -26.0902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9046  -23.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2368  -22.6775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7562  -22.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2317  -25.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8403  -24.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6724  -23.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  6  1  1  0
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  9 10  2  0
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  4  7  1  0
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 18 19  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 22  1  0
 12 22  1  0
 17 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 15 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283577

   3-butyl-1-propyl-5-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]pyrazole-4-carboxylic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 444.54

Molecular Weight (Monoisotopic): 444.2274

AlogP: 4.77

#Rotatable Bonds: 10

Polar Surface Area: 109.58

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.26

CX Basic pKa: 1.89

CX LogP: 4.94

CX LogD: 0.37

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.36

Np Likeness Score: -0.86

References

1. Sharma MC, Kohli DV.  (2013)  Comprehensive structureactivity relationship analysis of substituted 5-(biphenyl-4-ylmethyl) pyrazoles derivatives as AT1 selective angiotensin II receptor antagonists: 2D and kNNMFA QSAR approach,  22  (5): [10.1007/s00044-012-0206-8]

Source

Source(1):

• Scientific Literature