(E)-1-(4-(6-((5-(3-Hydroxystyryl)thiazol-2-yl)amino)-2-methylpyrimidin-4-yl)piperazin-1-yl)hex-5-yn-1-one

ID: ALA4648248

PubChem CID: 156020517

Max Phase: Preclinical

Molecular Formula: C26H28N6O2S

Molecular Weight: 488.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCCCC(=O)N1CCN(c2cc(Nc3ncc(/C=C/c4cccc(O)c4)s3)nc(C)n2)CC1

Standard InChI:  InChI=1S/C26H28N6O2S/c1-3-4-5-9-25(34)32-14-12-31(13-15-32)24-17-23(28-19(2)29-24)30-26-27-18-22(35-26)11-10-20-7-6-8-21(33)16-20/h1,6-8,10-11,16-18,33H,4-5,9,12-15H2,2H3,(H,27,28,29,30)/b11-10+

Standard InChI Key:  SOXJZAJGTXZZPD-ZHACJKMWSA-N

Molfile:  

 
     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
    8.2184  -24.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2321  -23.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9516  -23.2990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9613  -22.4841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2661  -22.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5466  -22.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5265  -23.2761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8515  -22.0348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8713  -21.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1662  -20.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4469  -21.1834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4370  -22.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1374  -22.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7518  -20.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0376  -21.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3367  -20.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6226  -21.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9257  -20.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2265  -20.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7684  -19.9479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6754  -22.0870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6927  -21.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0361  -20.7779    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3077  -20.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1225  -20.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3595  -20.8021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8413  -19.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1893  -18.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7230  -17.9263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0752  -17.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6096  -16.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7943  -16.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4469  -17.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9146  -17.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6328  -17.4023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  2  0
  3  4  1  0
  5  4  2  0
  6  5  1  0
  7  6  2  0
  2  7  1  0
  6  8  1  0
  9  8  1  0
 10  9  1  0
 11 10  1  0
 11 12  1  0
 13 12  1  0
  8 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  3  0
 14 20  2  0
 21  4  1  0
 22 21  1  0
 23 22  1  0
 23 24  1  0
 25 24  2  0
 26 25  1  0
 22 26  2  0
 27 24  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 33 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4648248

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 488.62

Molecular Weight (Monoisotopic): 488.1994

AlogP: 4.31

#Rotatable Bonds: 8

Polar Surface Area: 94.48

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.87

CX Basic pKa: 6.48

CX LogP: 5.31

CX LogD: 5.24

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.36

Np Likeness Score: -1.32

References

1. Yang Y, Gao H, Sun X, Sun Y, Qiu Y, Weng Q, Rao Y..  (2020)  Global PROTAC Toolbox for Degrading BCR-ABL Overcomes Drug-Resistant Mutants and Adverse Effects.,  63  (15): [PMID:32657579] [10.1021/acs.jmedchem.0c00967]

Source

Source(1):

• Scientific Literature