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

ID: ALA4561390

PubChem CID: 155558836

Max Phase: Preclinical

Molecular Formula: C26H26N4O2

Molecular Weight: 426.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(CN2Cc3ccccc3C2=O)cc1)N1CCC(c2cccnc2)CC1

Standard InChI:  InChI=1S/C26H26N4O2/c31-25-24-6-2-1-4-22(24)18-30(25)17-19-7-9-23(10-8-19)28-26(32)29-14-11-20(12-15-29)21-5-3-13-27-16-21/h1-10,13,16,20H,11-12,14-15,17-18H2,(H,28,32)

Standard InChI Key:  ASFNKAVEGSTFPN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    6.5774  -20.0119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2836  -19.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9970  -20.0065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2805  -18.7752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7073  -19.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4179  -20.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1277  -19.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1251  -18.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4067  -18.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6998  -18.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8348  -18.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5487  -18.7573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6417  -19.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3011  -18.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4670  -17.6156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8510  -19.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4471  -19.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8567  -20.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6741  -20.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0803  -19.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6643  -19.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8686  -19.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1604  -20.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1593  -20.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8725  -21.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5869  -20.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4512  -21.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7391  -20.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0277  -21.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0273  -22.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7441  -22.4710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4525  -22.0566    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
  1 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4561390

   ---

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: 426.52

Molecular Weight (Monoisotopic): 426.2056

AlogP: 4.65

#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: 13.34

CX Basic pKa: 4.91

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.66

Np Likeness Score: -1.30

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]

Source

Source(1):

• Scientific Literature