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

ID: ALA517752

PubChem CID: 24970384

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(-c2ccncc2)c[nH]1

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

Standard InChI Key:  IBXHREDWDHDYCU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.1563   -4.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8712   -4.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5876   -4.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8694   -3.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4429   -3.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3029   -4.9594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7702   -6.2686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0246   -7.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1051   -6.2697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8775   -8.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7285   -5.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4428   -6.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1577   -5.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1537   -4.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4387   -4.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8734   -6.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8758   -7.0137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1592   -7.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1596   -8.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8735   -8.6586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5887   -8.2451    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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  1  7  1  0
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  3  4  2  0
 26 29  1  0
  4  8  1  0
 29 30  1  0
 30 31  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
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 30 35  1  0
 31 32  1  0
 32 33  1  0
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 14 17  1  0
 33 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA517752

   4-[(4-methylpiperazin-1-yl)methyl]-N-[4-methyl-3-[(5-pyridin-4-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: 13.39

CX Basic pKa: 8.03

CX LogP: 4.19

CX LogD: 3.23

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.36

Np Likeness Score: -1.61

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