(2-Benzylpiperidin-1-yl)(4-(hydroxydi(pyridin-2-yl)methyl)-2H-1,2,3-triazol-2-yl)methanone

ID: ALA3945819

PubChem CID: 134147523

Max Phase: Preclinical

Molecular Formula: C26H26N6O2

Molecular Weight: 454.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N1CCCCC1Cc1ccccc1)n1ncc(C(O)(c2ccccn2)c2ccccn2)n1

Standard InChI:  InChI=1S/C26H26N6O2/c33-25(31-17-9-6-12-21(31)18-20-10-2-1-3-11-20)32-29-19-24(30-32)26(34,22-13-4-7-15-27-22)23-14-5-8-16-28-23/h1-5,7-8,10-11,13-16,19,21,34H,6,9,12,17-18H2

Standard InChI Key:  CAEJQTAVACJJEB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.9125   -5.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8993   -4.3105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7221   -6.3383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6309   -5.5328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.1682   -6.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1385   -5.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5621   -5.7616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9547   -5.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3483   -4.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9249   -3.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1037   -3.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7138   -4.3531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7703   -7.1739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1929   -7.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.4042   -7.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9793   -6.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
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  1 22  1  0
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  1 24  1  0
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 31 32  2  0
 32 33  1  0
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 34 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3945819

   ---

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: 454.53

Molecular Weight (Monoisotopic): 454.2117

AlogP: 3.42

#Rotatable Bonds: 5

Polar Surface Area: 97.03

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.50

CX Basic pKa: 3.95

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.50

Np Likeness Score: -0.63

References

1. Deng H, Kooijman S, van den Nieuwendijk AM, Ogasawara D, van der Wel T, van Dalen F, Baggelaar MP, Janssen FJ, van den Berg RJ, den Dulk H, Cravatt BF, Overkleeft HS, Rensen PC, van der Stelt M..  (2017)  Triazole Ureas Act as Diacylglycerol Lipase Inhibitors and Prevent Fasting-Induced Refeeding.,  60  (1): [PMID:27992221] [10.1021/acs.jmedchem.6b01482]

Source

Source(1):

• Scientific Literature