4-(3-(4-((2-ethyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)methyl)phenyl)propyl)piperidin-4-ol

ID: ALA4213196

PubChem CID: 68379030

Max Phase: Preclinical

Molecular Formula: C25H34N4O

Molecular Weight: 406.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1nn2c(C)cc(C)nc2c1Cc1ccc(CCCC2(O)CCNCC2)cc1

Standard InChI:  InChI=1S/C25H34N4O/c1-4-23-22(24-27-18(2)16-19(3)29(24)28-23)17-21-9-7-20(8-10-21)6-5-11-25(30)12-14-26-15-13-25/h7-10,16,26,30H,4-6,11-15,17H2,1-3H3

Standard InChI Key:  MMOIWXGERBDGKP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.8570  -11.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7934  -10.5135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6048  -10.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8149   -9.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1331   -9.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5019   -9.7550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7744  -10.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4815  -10.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1865  -10.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8915  -10.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8944   -9.6851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1862   -9.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4751   -9.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4742  -11.3127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 21 22  1  0
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 24 25  1  0
 24 29  1  0
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 26 27  1  0
 27 28  1  0
 28 29  1  0
 24 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4213196

   4-[3-[4-[(2-Ethyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)methyl]phenyl]propyl]piperidin-4-ol

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: 406.57

Molecular Weight (Monoisotopic): 406.2733

AlogP: 3.94

#Rotatable Bonds: 7

Polar Surface Area: 62.45

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.71

CX LogP: 3.89

CX LogD: 1.62

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -0.44

References

1. Velcicky J, Miltz W, Oberhauser B, Orain D, Vaupel A, Weigand K, Dawson King J, Littlewood-Evans A, Nash M, Feifel R, Loetscher P..  (2017)  Development of Selective, Orally Active GPR4 Antagonists with Modulatory Effects on Nociception, Inflammation, and Angiogenesis.,  60  (9): [PMID:28445047] [10.1021/acs.jmedchem.6b01703]

Source

Source(1):

• Scientific Literature