1-(2-isopropyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-(pyridin-4-ylmethyl)urea

ID: ALA4879270

PubChem CID: 164627126

Max Phase: Preclinical

Molecular Formula: C16H18N6O

Molecular Weight: 310.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1nc2ccc(NC(=O)NCc3ccncc3)cn2n1

Standard InChI:  InChI=1S/C16H18N6O/c1-11(2)15-20-14-4-3-13(10-22(14)21-15)19-16(23)18-9-12-5-7-17-8-6-12/h3-8,10-11H,9H2,1-2H3,(H2,18,19,23)

Standard InChI Key:  SOGUFUOLKWHWAF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   12.3569  -27.8794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0646  -27.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7723  -27.8794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4864  -27.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6492  -27.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0646  -26.6536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9415  -27.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2344  -27.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5271  -27.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5267  -28.6937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2394  -29.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9437  -28.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1891  -27.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1914  -26.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4796  -26.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8989  -26.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8956  -27.4709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6713  -27.7264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1541  -27.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6767  -26.4050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9640  -27.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3655  -26.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3766  -27.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  1  5  1  0
  2  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  4 13  2  0
  4 15  1  0
 13 17  1  0
 16 14  1  0
 14 15  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  2  0
 19 21  1  0
 22 21  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4879270

   ---

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: 310.36

Molecular Weight (Monoisotopic): 310.1542

AlogP: 2.57

#Rotatable Bonds: 4

Polar Surface Area: 84.21

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.14

CX Basic pKa: 5.02

CX LogP: 2.77

CX LogD: 2.77

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: -2.15

References

1. Akiu M, Tsuji T, Sogawa Y, Terayama K, Yokoyama M, Tanaka J, Asano D, Sakurai K, Sergienko E, Sessions EH, Gardell SJ, Pinkerton AB, Nakamura T..  (2021)  Discovery of 1-[2-(1-methyl-1H-pyrazol-5-yl)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-3-(pyridin-4-ylmethyl)urea as a potent NAMPT (nicotinamide phosphoribosyltransferase) activator with attenuated CYP inhibition.,  43  [PMID:33887438] [10.1016/j.bmcl.2021.128048]

Source

Source(1):

• Scientific Literature