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

ID: ALA472926

PubChem CID: 24971114

Max Phase: Preclinical

Molecular Formula: C23H21N5O2

Molecular Weight: 399.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)Nc2ccc(C)c(Nc3nc(-c4cccnc4)c[nH]3)c2)cc1

Standard InChI:  InChI=1S/C23H21N5O2/c1-15-5-8-18(26-22(29)16-6-9-19(30-2)10-7-16)12-20(15)27-23-25-14-21(28-23)17-4-3-11-24-13-17/h3-14H,1-2H3,(H,26,29)(H2,25,27,28)

Standard InChI Key:  LQKJZECPLMTFEG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.0901   -4.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753   -5.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6588   -4.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6617   -4.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3771   -3.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8035   -3.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0563   -5.2591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7701   -4.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4852   -5.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7688   -4.0204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8055   -6.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4761   -6.5682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3967   -7.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8503   -9.4354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3687   -8.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4818   -6.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1961   -6.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9109   -6.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9070   -5.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1921   -4.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6266   -6.4883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6290   -7.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  4  8  1  0
 14 15  1  0
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 17 13  1  0
  8  9  1  0
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  4  5  1  0
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  9 10  1  0
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  2  3  1  0
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  9 11  2  0
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 23 18  1  0
 15 18  1  0
  5  6  2  0
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  2 12  1  0
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  6  1  1  0
 25 26  2  0
 12 13  1  0
 26 27  1  0
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 27 28  2  0
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  1  2  2  0
 26 29  1  0
  1  7  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA472926

   4-methoxy-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: 399.45

Molecular Weight (Monoisotopic): 399.1695

AlogP: 4.78

#Rotatable Bonds: 6

Polar Surface Area: 91.93

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.14

CX Basic pKa: 7.53

CX LogP: 4.24

CX LogD: 3.89

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: -1.53

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