1-(4-(4-chlorophenylsulfonyl)phenyl)-3-(pyridin-4-ylmethyl)urea

ID: ALA4871017

PubChem CID: 135222553

Max Phase: Preclinical

Molecular Formula: C19H16ClN3O3S

Molecular Weight: 401.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccncc1)Nc1ccc(S(=O)(=O)c2ccc(Cl)cc2)cc1

Standard InChI:  InChI=1S/C19H16ClN3O3S/c20-15-1-5-17(6-2-15)27(25,26)18-7-3-16(4-8-18)23-19(24)22-13-14-9-11-21-12-10-14/h1-12H,13H2,(H2,22,23,24)

Standard InChI Key:  LRFUAJAYJSNHRR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   41.7717  -13.0503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.1844  -13.7602    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.5928  -13.0478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5350  -15.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2412  -15.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9504  -15.4104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6566  -14.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3658  -15.4050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.0720  -14.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6535  -14.1819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7773  -15.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4829  -14.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4803  -14.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7661  -13.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0633  -14.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8271  -15.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1214  -15.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1240  -16.2350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8382  -16.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5410  -16.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8902  -14.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8864  -14.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5914  -15.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2991  -14.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2974  -14.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5919  -13.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0068  -15.3954    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  9  1  0
 13  2  1  0
  4 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  4  1  0
  2 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871017

   ---

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: 401.88

Molecular Weight (Monoisotopic): 401.0601

AlogP: 3.89

#Rotatable Bonds: 5

Polar Surface Area: 88.16

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.68

CX Basic pKa: 5.02

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.68

Np Likeness Score: -1.78

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