1-(1-(4-methylbenzyl)indolin-5-yl)-3-(pyridin-4-ylmethyl)urea

ID: ALA4878914

PubChem CID: 164627527

Max Phase: Preclinical

Molecular Formula: C23H24N4O

Molecular Weight: 372.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(CN2CCc3cc(NC(=O)NCc4ccncc4)ccc32)cc1

Standard InChI:  InChI=1S/C23H24N4O/c1-17-2-4-19(5-3-17)16-27-13-10-20-14-21(6-7-22(20)27)26-23(28)25-15-18-8-11-24-12-9-18/h2-9,11-12,14H,10,13,15-16H2,1H3,(H2,25,26,28)

Standard InChI Key:  KXOLQGUPBUNOAD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    7.0275  -10.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0264  -11.1020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7412  -11.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4576  -11.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4547  -10.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7393   -9.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1676   -9.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8837  -10.2657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5965   -9.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3126  -10.2602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5934   -9.0255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0254   -9.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7374  -10.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7261   -8.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0166   -9.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4471   -9.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4506   -9.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2369  -10.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7194   -9.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2313   -8.7580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4829   -7.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2891   -7.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8397   -8.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6453   -8.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8976   -7.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3381   -6.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5347   -7.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7036   -7.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  2  0
 13 17  1  0
 16 14  1  0
 14 15  2  0
 15 12  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878914

   ---

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: 372.47

Molecular Weight (Monoisotopic): 372.1950

AlogP: 4.27

#Rotatable Bonds: 5

Polar Surface Area: 57.26

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.02

CX LogP: 3.99

CX LogD: 3.99

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: -1.90

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