N-methyl-4-(4-(4-((4-methylpiperazin-1-yl)methyl)benzamido)phenoxy)picolinamide

ID: ALA1213922

PubChem CID: 49863686

Max Phase: Preclinical

Molecular Formula: C26H29N5O3

Molecular Weight: 459.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cc(Oc2ccc(NC(=O)c3ccc(CN4CCN(C)CC4)cc3)cc2)ccn1

Standard InChI:  InChI=1S/C26H29N5O3/c1-27-26(33)24-17-23(11-12-28-24)34-22-9-7-21(8-10-22)29-25(32)20-5-3-19(4-6-20)18-31-15-13-30(2)14-16-31/h3-12,17H,13-16,18H2,1-2H3,(H,27,33)(H,29,32)

Standard InChI Key:  VQIBSZYZJIEVJB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.6042   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3208   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3167   -3.2917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6000   -2.4542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3208   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7500   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0375   -4.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6042   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4667   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8917   -4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   21.0250   -2.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3125   -3.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1792   -4.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1708   -2.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0333   -3.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7500   -3.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1708   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4500   -2.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6042   -4.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8833   -3.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8917   -4.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1750   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7417   -3.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1750   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  7  1  0
  4  1  1  0
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  6 21  1  0
  7 10  2  0
  8  1  1  0
  9  3  2  0
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 24 28  1  0
 25 26  2  0
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 28 16  2  0
 29 18  2  0
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 31 29  1  0
 32 30  2  0
 33  6  1  0
 34 15  1  0
 24 27  2  0
 31 23  2  0
  6 22  1  0
  9 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1213922

   N-methyl-4-(4-(4-((4-methylpiperazin-1-yl)methyl)benzamido)phenoxy)picolinamide

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: 459.55

Molecular Weight (Monoisotopic): 459.2270

AlogP: 3.23

#Rotatable Bonds: 7

Polar Surface Area: 86.80

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.99

CX Basic pKa: 7.84

CX LogP: 2.60

CX LogD: 2.02

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.56

Np Likeness Score: -1.31

References

1. Dietrich J, Hulme C, Hurley LH..  (2010)  The design, synthesis, and evaluation of 8 hybrid DFG-out allosteric kinase inhibitors: a structural analysis of the binding interactions of Gleevec, Nexavar, and BIRB-796.,  18  (15): [PMID:20621496] [10.1016/j.bmc.2010.05.063]

Source

Source(1):

• Scientific Literature