(S)-N-(1-(4-(3-(pyridin-3-ylmethyl)ureido)phenyl)ethyl)propionamide

ID: ALA4216041

PubChem CID: 145974185

Max Phase: Preclinical

Molecular Formula: C18H22N4O2

Molecular Weight: 326.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)N[C@@H](C)c1ccc(NC(=O)NCc2cccnc2)cc1

Standard InChI:  InChI=1S/C18H22N4O2/c1-3-17(23)21-13(2)15-6-8-16(9-7-15)22-18(24)20-12-14-5-4-10-19-11-14/h4-11,13H,3,12H2,1-2H3,(H,21,23)(H2,20,22,24)/t13-/m0/s1

Standard InChI Key:  NXSWQUVRXSJTEE-ZDUSSCGKSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   15.0217  -22.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0205  -23.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7327  -23.9406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4465  -23.5312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4437  -22.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7309  -22.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5776  -22.2837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2910  -22.6937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5746  -21.4623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0013  -22.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7065  -22.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4164  -22.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4137  -21.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6954  -21.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9926  -21.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1235  -21.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8374  -21.4460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1530  -22.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8673  -22.6990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1193  -20.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5420  -21.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2527  -21.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5358  -20.2149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2589  -22.2524    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 18  1  0
 19  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 13 16  1  0
 16 17  1  0
 19 18  1  0
 16 20  1  6
 17 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4216041

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 326.40

Molecular Weight (Monoisotopic): 326.1743

AlogP: 2.99

#Rotatable Bonds: 6

Polar Surface Area: 83.12

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.53

CX Basic pKa: 4.82

CX LogP: 1.67

CX LogD: 1.67

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -2.05

References

1. Palacios DS, Meredith E, Kawanami T, Adams C, Chen X, Darsigny V, Geno E, Palermo M, Baird D, Boynton G, Busby SA, George EL, Guy C, Hewett J, Tierney L, Thigale S, Weihofen W, Wang L, White N, Yin M, Argikar UA..  (2018)  Structure based design of nicotinamide phosphoribosyltransferase (NAMPT) inhibitors from a phenotypic screen.,  28  (3): [PMID:29275937] [10.1016/j.bmcl.2017.12.037]

Source

Source(1):

• Scientific Literature