4-((4-Methylpiperazin-1-yl)methyl)-N-(3-(4-(pyridin-3-yl)-1H-imidazol-2-ylamino) phenyl)benzami

ID: ALA473321

PubChem CID: 24971209

Max Phase: Preclinical

Molecular Formula: C27H29N7O

Molecular Weight: 467.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(Cc2ccc(C(=O)Nc3cccc(Nc4nc(-c5cccnc5)c[nH]4)c3)cc2)CC1

Standard InChI:  InChI=1S/C27H29N7O/c1-33-12-14-34(15-13-33)19-20-7-9-21(10-8-20)26(35)30-23-5-2-6-24(16-23)31-27-29-18-25(32-27)22-4-3-11-28-17-22/h2-11,16-18H,12-15,19H2,1H3,(H,30,35)(H2,29,31,32)

Standard InChI Key:  KZYJNUNLHGAVQH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -1.7044   -5.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2974   -6.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5833   -7.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2975   -8.7414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 28 29  1  0
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  3  4  2  0
  7  8  1  0
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 32 33  1  0
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 16 17  2  0
 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA473321

   4-[(4-methylpiperazin-1-yl)methyl]-N-[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: 467.58

Molecular Weight (Monoisotopic): 467.2434

AlogP: 4.22

#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: 3.67

CX LogD: 2.74

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.38

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