N-methyl-4-(4-(3-(4-((4-methylpiperazin-1-yl)methyl)phenyl)ureido)phenoxy)picolinamide

ID: ALA1213975

PubChem CID: 49863710

Max Phase: Preclinical

Molecular Formula: C26H30N6O3

Molecular Weight: 474.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cc(Oc2ccc(NC(=O)Nc3ccc(CN4CCN(C)CC4)cc3)cc2)ccn1

Standard InChI:  InChI=1S/C26H30N6O3/c1-27-25(33)24-17-23(11-12-28-24)35-22-9-7-21(8-10-22)30-26(34)29-20-5-3-19(4-6-20)18-32-15-13-31(2)14-16-32/h3-12,17H,13-16,18H2,1-2H3,(H,27,33)(H2,29,30,34)

Standard InChI Key:  RQLWMLCETYOBRR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.1458  -22.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1417  -22.4917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5667  -21.6667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2833  -22.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4292  -22.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7167  -22.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   18.7125  -22.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5708  -21.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9917  -21.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4292  -22.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2833  -22.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7083  -21.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7125  -22.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9958  -21.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.7042  -21.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2792  -21.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0042  -22.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
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  4 14  1  0
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 24 33  1  0
 25 10  2  0
 26 16  1  0
 27 17  1  0
 28 16  2  0
 29 17  2  0
 30 27  2  0
 31 29  1  0
 32 28  1  0
 33 26  2  0
 34  5  1  0
 35 15  1  0
 30 22  1  0
 24 32  2  0
  5 21  1  0
  3  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1213975

   N-methyl-4-(4-(3-(4-((4-methylpiperazin-1-yl)methyl)phenyl)ureido)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: 474.57

Molecular Weight (Monoisotopic): 474.2379

AlogP: 3.62

#Rotatable Bonds: 7

Polar Surface Area: 98.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.65

CX Basic pKa: 7.93

CX LogP: 2.65

CX LogD: 2.01

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.48

Np Likeness Score: -1.26

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