Ethyl 2-(3-(4-fluorobenzamido)phenyl)-4-((4-(4-methylpiperazin-1-yl)phenyl)amino)thiazole-5-carboxylate

ID: ALA4528463

PubChem CID: 155544951

Max Phase: Preclinical

Molecular Formula: C30H30FN5O3S

Molecular Weight: 559.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1sc(-c2cccc(NC(=O)c3ccc(F)cc3)c2)nc1Nc1ccc(N2CCN(C)CC2)cc1

Standard InChI:  InChI=1S/C30H30FN5O3S/c1-3-39-30(38)26-27(32-23-11-13-25(14-12-23)36-17-15-35(2)16-18-36)34-29(40-26)21-5-4-6-24(19-21)33-28(37)20-7-9-22(31)10-8-20/h4-14,19,32H,3,15-18H2,1-2H3,(H,33,37)

Standard InChI Key:  QVSBRQKMYZBRAN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 40 44  0  0  0  0  0  0  0  0999 V2000
   29.5300  -18.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5288  -19.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2436  -19.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9599  -19.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9571  -18.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2418  -17.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6700  -17.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3859  -18.1647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6669  -16.9300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0988  -17.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8132  -18.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5255  -17.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5229  -16.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8019  -16.5129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0925  -16.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2414  -18.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3269  -18.9767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1344  -19.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5445  -18.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9904  -17.8186    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.4724  -19.8980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2931  -19.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6277  -20.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4476  -20.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9313  -20.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5890  -19.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7701  -19.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3660  -18.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8532  -19.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6991  -17.5834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5192  -17.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8522  -16.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7508  -20.2280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.0884  -20.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9054  -21.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3909  -20.3984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.0533  -19.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2303  -19.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2114  -20.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8141  -19.4130    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  1  0
 18 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 28 29  2  0
 28 30  1  0
 19 28  1  0
 30 31  1  0
 31 32  1  0
 33 34  1  0
 33 38  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 25 33  1  0
 36 39  1  0
  2 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4528463

   ---

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: 559.67

Molecular Weight (Monoisotopic): 559.2053

AlogP: 5.87

#Rotatable Bonds: 8

Polar Surface Area: 86.80

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.97

CX LogP: 7.67

CX LogD: 7.00

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.26

Np Likeness Score: -1.88

References

1. Guo X, Yang D, Fan Z, Zhang N, Zhao B, Huang C, Wang F, Ma R, Meng M, Deng Y..  (2019)  Discovery and structure-activity relationship of novel diphenylthiazole derivatives as BTK inhibitor with potent activity against B cell lymphoma cell lines.,  178  [PMID:31234030] [10.1016/j.ejmech.2019.06.035]

Source

Source(1):

• Scientific Literature