N-(2-aminophenyl)-4-((4-methyl-3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)phenylamino)methyl)benzamide

ID: ALA475796

PubChem CID: 42625582

Max Phase: Preclinical

Molecular Formula: C30H27N7O

Molecular Weight: 501.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NCc2ccc(C(=O)Nc3ccccc3N)cc2)cc1Nc1nccc(-c2cccnc2)n1

Standard InChI:  InChI=1S/C30H27N7O/c1-20-8-13-24(17-28(20)37-30-33-16-14-26(36-30)23-5-4-15-32-19-23)34-18-21-9-11-22(12-10-21)29(38)35-27-7-3-2-6-25(27)31/h2-17,19,34H,18,31H2,1H3,(H,35,38)(H,33,36,37)

Standard InChI Key:  JLIZHCYTSUGKKN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.3776   -0.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6628   -0.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9463   -0.2435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9492    0.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6646    0.9961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2363    1.0022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4797    0.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4795   -0.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1947   -0.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1870    1.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2344   -0.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6142    1.0222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3317    0.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0431    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7588    0.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4698    1.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4642    1.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7417    2.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0337    1.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1751    2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1680    3.1080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8931    1.8767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6040    2.2953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3212    1.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0316    2.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0249    3.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3019    3.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5945    3.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3269    1.0615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0910    0.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0878    1.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8015    2.2339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5168    1.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7997    0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0
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  4  5  1  0
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  2  3  1  0
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 10 11  2  0
 20 23  1  0
  5  6  2  0
 23 24  2  0
 11 12  1  0
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  6  1  1  0
 25 26  1  0
 12 13  2  0
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 27 28  1  0
  1  2  2  0
 28 29  2  0
  9 14  1  0
 29 30  1  0
  5  7  1  0
 30 31  2  0
 31 26  1  0
 12 15  1  0
 27 32  1  0
  3  4  2  0
  1 33  1  0
 15 16  1  0
 33 34  2  0
  7  8  1  0
 34 35  1  0
 16 17  1  0
 35 36  2  0
 36 37  1  0
 17 18  2  0
 37 38  2  0
 38 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA475796

   N-(2-aminophenyl)-4-((4-methyl-3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)phenylamino)methyl)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: 501.59

Molecular Weight (Monoisotopic): 501.2277

AlogP: 6.04

#Rotatable Bonds: 8

Polar Surface Area: 117.85

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.10

CX Basic pKa: 4.67

CX LogP: 4.96

CX LogD: 4.96

Aromatic Rings: 5

Heavy Atoms: 38

QED Weighted: 0.19

Np Likeness Score: -1.53

References

1. Mahboobi S, Dove S, Sellmer A, Winkler M, Eichhorn E, Pongratz H, Ciossek T, Baer T, Maier T, Beckers T..  (2009)  Design of chimeric histone deacetylase- and tyrosine kinase-inhibitors: a series of imatinib hybrides as potent inhibitors of wild-type and mutant BCR-ABL, PDGF-Rbeta, and histone deacetylases.,  52  (8): [PMID:19301902] [10.1021/jm800988r]

2. Bass AKA, El-Zoghbi MS, Nageeb EM, Mohamed MFA, Badr M, Abuo-Rahma GEA..  (2021)  Comprehensive review for anticancer hybridized multitargeting HDAC inhibitors.,  209  [PMID:33077264] [10.1016/j.ejmech.2020.112904]

Source

Source(1):

• Scientific Literature