4-(3-(pyridin-4-ylmethyl)ureido)benzenesulfonamide

ID: ALA4870791

PubChem CID: 24650575

Max Phase: Preclinical

Molecular Formula: C13H14N4O3S

Molecular Weight: 306.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(NC(=O)NCc2ccncc2)cc1

Standard InChI:  InChI=1S/C13H14N4O3S/c14-21(19,20)12-3-1-11(2-4-12)17-13(18)16-9-10-5-7-15-8-6-10/h1-8H,9H2,(H2,14,19,20)(H2,16,17,18)

Standard InChI Key:  BHSBXYPZNKQJQJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   30.4356  -26.1511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3116  -25.0358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7243  -25.7457    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.1327  -25.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6612  -27.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6601  -28.2243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3681  -28.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0778  -28.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0749  -27.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3663  -26.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7811  -26.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4903  -27.3958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1965  -26.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9057  -27.3905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6119  -26.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1934  -26.1674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3172  -27.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0228  -26.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0202  -26.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3060  -25.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6032  -26.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  2  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
 19  3  1  0
  3  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870791

   1-(Pyridin-4-ylmethyl)-3-(4-sulfamoylphenyl)urea

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: 306.35

Molecular Weight (Monoisotopic): 306.0787

AlogP: 1.05

#Rotatable Bonds: 4

Polar Surface Area: 114.18

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.25

CX Basic pKa: 5.02

CX LogP: 0.21

CX LogD: 0.21

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.78

Np Likeness Score: -2.04

References

1. Pinkerton AB, Sessions EH, Hershberger P, Maloney PR, Peddibhotla S, Hopf M, Sergienko E, Ma CT, Smith LH, Jackson MR, Tanaka J, Tsuji T, Akiu M, Cohen SE, Nakamura T, Gardell SJ..  (2021)  Optimization of a urea-containing series of nicotinamide phosphoribosyltransferase (NAMPT) activators.,  41  [PMID:33798699] [10.1016/j.bmcl.2021.128007]

Source

Source(1):

• Scientific Literature