N-(3-(Pyrrolidin-1-yl)propyl)-2-(o-tolyl)isonicotinamide

ID: ALA4743558

PubChem CID: 162647350

Max Phase: Preclinical

Molecular Formula: C20H25N3O

Molecular Weight: 323.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccccc1-c1cc(C(=O)NCCCN2CCCC2)ccn1

Standard InChI:  InChI=1S/C20H25N3O/c1-16-7-2-3-8-18(16)19-15-17(9-11-21-19)20(24)22-10-6-14-23-12-4-5-13-23/h2-3,7-9,11,15H,4-6,10,12-14H2,1H3,(H,22,24)

Standard InChI Key:  XYYQSTQGPYHBSQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   15.2239  -19.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2228  -20.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9308  -21.0557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9290  -19.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5166  -21.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8090  -20.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1014  -21.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1003  -21.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8127  -22.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5173  -21.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8105  -19.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9266  -18.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6331  -18.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2177  -18.1946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6377  -19.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6379  -20.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6306  -17.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3371  -16.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3347  -16.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0412  -15.7346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7883  -16.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3333  -15.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9226  -14.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1238  -14.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 16  2  0
 15  4  2  0
  4  1  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
  2  5  1  0
  6 11  1  0
  4 12  1  0
 12 13  1  0
 12 14  2  0
 15 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743558

   ---

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: 323.44

Molecular Weight (Monoisotopic): 323.1998

AlogP: 3.27

#Rotatable Bonds: 6

Polar Surface Area: 45.23

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.29

CX LogP: 2.86

CX LogD: 0.97

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.83

Np Likeness Score: -1.49

References

1. Cowen SD,Russell D,Dakin LA,Chen H,Larsen NA,Godin R,Throner S,Zheng X,Molina A,Wu J,Cheung T,Howard T,Garcia-Arenas R,Keen N,Pendleton CS,Pietenpol JA,Ferguson AD.  (2016)  Design, Synthesis, and Biological Activity of Substrate Competitive SMYD2 Inhibitors.,  59  (24): [PMID:28002961] [10.1021/acs.jmedchem.6b01303]

Source

Source(1):

• Scientific Literature