N-(4-((1-oxoisoindolin-2-yl)methyl)phenyl)-3-(pyridin-3-yl)pyrrolidine-1-carboxamide

ID: ALA4446579

PubChem CID: 155518419

Max Phase: Preclinical

Molecular Formula: C25H24N4O2

Molecular Weight: 412.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(CN2Cc3ccccc3C2=O)cc1)N1CCC(c2cccnc2)C1

Standard InChI:  InChI=1S/C25H24N4O2/c30-24-23-6-2-1-4-21(23)17-29(24)15-18-7-9-22(10-8-18)27-25(31)28-13-11-20(16-28)19-5-3-12-26-14-19/h1-10,12,14,20H,11,13,15-17H2,(H,27,31)

Standard InChI Key:  MUZNPAOOFZUPEM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   21.1068  -11.4144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8212  -11.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5387  -11.4090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8181  -10.1746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2489  -10.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9637  -11.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6776  -10.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6749  -10.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9525   -9.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2415  -10.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3888   -9.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1068  -10.1567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2003  -10.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8635   -9.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0304   -9.0084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4208  -10.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0104  -11.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4264  -11.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2486  -11.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6530  -11.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2387  -10.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3520  -11.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8002  -11.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2180  -12.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0255  -12.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8825  -13.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0636  -13.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7322  -14.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2222  -14.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0473  -14.5895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3750  -13.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  5  1  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
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 17  1  0
 16 14  1  0
 14 12  1  0
 14 15  2  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  1 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25  1  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4446579

   ---

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: 412.49

Molecular Weight (Monoisotopic): 412.1899

AlogP: 4.26

#Rotatable Bonds: 4

Polar Surface Area: 65.54

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.33

CX Basic pKa: 4.90

CX LogP: 2.79

CX LogD: 2.78

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.70

Np Likeness Score: -1.44

References

1. Palacios DS, Meredith EL, Kawanami T, Adams CM, Chen X, Darsigny V, Palermo M, Baird D, George EL, Guy C, Hewett J, Tierney L, Thigale S, Wang L, Weihofen WA..  (2019)  Scaffold Morphing Identifies 3-Pyridyl Azetidine Ureas as Inhibitors of Nicotinamide Phosphoribosyltransferase (NAMPT).,  10  (11): [PMID:31749905] [10.1021/acsmedchemlett.9b00325]

2. Palacios DS, Meredith EL, Kawanami T, Adams CM, Chen X, Darsigny V, Palermo M, Baird D, George EL, Guy C, Hewett J, Tierney L, Thigale S, Wang L, Weihofen WA..  (2019)  Scaffold Morphing Identifies 3-Pyridyl Azetidine Ureas as Inhibitors of Nicotinamide Phosphoribosyltransferase (NAMPT).,  10  (11): [PMID:31749905] [10.1021/acsmedchemlett.9b00325]

Source

Source(1):

• Scientific Literature