N-(4-Methyl-3-(4-(pyridin-3-yl)-1H-imidazol-2-ylamino)phenyl)-4-((4-methylpiperazin-1-yl)methyl)benzamide

ID: ALA462642

PubChem CID: 24971163

Max Phase: Preclinical

Molecular Formula: C28H31N7O

Molecular Weight: 481.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)c2ccc(CN3CCN(C)CC3)cc2)cc1Nc1nc(-c2cccnc2)c[nH]1

Standard InChI:  InChI=1S/C28H31N7O/c1-20-5-10-24(16-25(20)32-28-30-18-26(33-28)23-4-3-11-29-17-23)31-27(36)22-8-6-21(7-9-22)19-35-14-12-34(2)13-15-35/h3-11,16-18H,12-15,19H2,1-2H3,(H,31,36)(H2,30,32,33)

Standard InChI Key:  HAXKFZIHPSXYLR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.8706   -4.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5870   -4.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8688   -3.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4424   -3.3085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3022   -4.9591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7698   -6.2682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0241   -7.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.7277   -5.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4420   -6.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1568   -5.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1528   -4.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4379   -4.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8725   -6.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8749   -7.0132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1583   -7.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.8726   -8.6580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5877   -8.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8  9  1  0
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  1  2  2  0
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 30 31  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
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 30 35  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA462642

   4-[(4-methylpiperazin-1-yl)methyl]-N-[4-methyl-3-[(5-pyridin-3-yl-1H-imidazol-2-yl)amino]phenyl]benzamide

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: 481.60

Molecular Weight (Monoisotopic): 481.2590

AlogP: 4.52

#Rotatable Bonds: 7

Polar Surface Area: 89.18

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.14

CX Basic pKa: 8.01

CX LogP: 4.19

CX LogD: 3.26

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.36

Np Likeness Score: -1.70

References

1. Mahboobi S, Sellmer A, Eswayah A, Elz S, Uecker A, Böhmer FD..  (2008)  Inhibition of PDGFR tyrosine kinase activity by a series of novel N-(3-(4-(pyridin-3-yl)-1H-imidazol-2-ylamino)phenyl)amides: a SAR study on the bioisosterism of pyrimidine and imidazole.,  43  (7): [PMID:17983688] [10.1016/j.ejmech.2007.09.021]

Source

Source(1):

• Scientific Literature