ethyl 4-(3-methyl-3-(pyridin-4-ylmethyl)ureido)benzoate

ID: ALA4873588

PubChem CID: 40143935

Max Phase: Preclinical

Molecular Formula: C17H19N3O3

Molecular Weight: 313.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc(NC(=O)N(C)Cc2ccncc2)cc1

Standard InChI:  InChI=1S/C17H19N3O3/c1-3-23-16(21)14-4-6-15(7-5-14)19-17(22)20(2)12-13-8-10-18-11-9-13/h4-11H,3,12H2,1-2H3,(H,19,22)

Standard InChI Key:  NVLXEJHFLFTLHY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    6.6580   -9.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3632  -10.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0689   -9.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0663   -8.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3520   -8.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6493   -8.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7719   -8.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4817   -8.8992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1873   -8.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8971   -8.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7677   -7.6771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9523  -10.1396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2426   -9.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2384   -8.9174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5369  -10.1468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8272   -9.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7073  -10.1529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061  -10.9725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4142  -11.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1238  -10.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210  -10.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4124   -9.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5411  -10.9640    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
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  2  0
  1 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 21 16  1  0
 15 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873588

   Ethyl 4-[[methyl(pyridin-4-ylmethyl)carbamoyl]amino]benzoate

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: 313.36

Molecular Weight (Monoisotopic): 313.1426

AlogP: 2.92

#Rotatable Bonds: 5

Polar Surface Area: 71.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.64

CX Basic pKa: 5.02

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.86

Np Likeness Score: -1.64

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