3,4,5-Trimethoxy-N-(4-methyl-3-(4-(pyridin-3-yl)e1H-imidazol-2-ylamino) phenyl)benzamide

ID: ALA472927

PubChem CID: 24971115

Max Phase: Preclinical

Molecular Formula: C25H25N5O4

Molecular Weight: 459.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)Nc2ccc(C)c(Nc3nc(-c4cccnc4)c[nH]3)c2)cc(OC)c1OC

Standard InChI:  InChI=1S/C25H25N5O4/c1-15-7-8-18(28-24(31)17-10-21(32-2)23(34-4)22(11-17)33-3)12-19(15)29-25-27-14-20(30-25)16-6-5-9-26-13-16/h5-14H,1-4H3,(H,28,31)(H2,27,29,30)

Standard InChI Key:  NKOCLDBNQOJITE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.5849   -4.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2997   -5.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0162   -4.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8247   -9.3438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3063   -8.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1568   -5.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8711   -6.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5859   -5.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5820   -5.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8671   -4.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3016   -6.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3040   -7.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2943   -4.7408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0109   -5.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8720   -7.2249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1580   -7.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  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
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  4  8  1  0
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 14 15  1  0
 25 33  1  0
 15 16  2  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA472927

   3,4,5-trimethoxy-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: 459.51

Molecular Weight (Monoisotopic): 459.1907

AlogP: 4.80

#Rotatable Bonds: 8

Polar Surface Area: 110.39

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.13

CX Basic pKa: 7.53

CX LogP: 3.93

CX LogD: 3.57

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.35

Np Likeness Score: -1.22

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