4-3,3-dimethyltriaz-1-ene-N-[4-methyl-3-(4-pyridin-3-yl-pyrimidin-2-ylamino)-phenyl]-benzamide

ID: ALA109329

PubChem CID: 10095381

Max Phase: Preclinical

Molecular Formula: C25H24N8O

Molecular Weight: 452.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)c2ccc(/N=N/N(C)C)cc2)cc1Nc1nccc(-c2cccnc2)n1

Standard InChI:  InChI=1S/C25H24N8O/c1-17-6-9-21(28-24(34)18-7-10-20(11-8-18)31-32-33(2)3)15-23(17)30-25-27-14-12-22(29-25)19-5-4-13-26-16-19/h4-16H,1-3H3,(H,28,34)(H,27,29,30)/b32-31+

Standard InChI Key:  XMZXIXKACCBNIE-QNEJGDQOSA-N

Molfile:  

     RDKit          2D

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    3.6417   -2.6417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0792   -1.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2375   -1.3750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250   -3.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7917   -1.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250   -1.4000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5167   -0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5167   -1.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250   -3.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8000   -3.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2125   -1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5250   -2.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8042    1.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0792   -0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -4.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -4.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250   -5.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3667   -3.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542    3.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 30 18  1  0
 27 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA109329

   4-(dimethylaminodiazenyl)-N-[4-methyl-3-[(4-pyridin-3-ylpyrimidin-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: 452.52

Molecular Weight (Monoisotopic): 452.2073

AlogP: 5.40

#Rotatable Bonds: 7

Polar Surface Area: 107.76

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.69

CX Basic pKa: 4.26

CX LogP: 4.98

CX LogD: 4.98

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.29

Np Likeness Score: -1.77

References

1. Rachid Z, Katsoulas A, Brahimi F, Jean-Claude BJ..  (2003)  Synthesis of pyrimidinopyridine-triazene conjugates targeted to abl tyrosine kinase.,  13  (19): [PMID:12951113] [10.1016/s0960-894x(03)00553-5]

2. Cui J, Fu R, Zhou LH, Chen SP, Li GW, Qian SX, Liu S..  (2013)  BCR-ABL tyrosine kinase inhibitor pharmacophore model derived from a series of phenylaminopyrimidine-based (PAP) derivatives.,  23  (8): [PMID:23473682] [10.1016/j.bmcl.2013.01.113]

Source

Source(1):

• Scientific Literature