(E)-N-(1-(3-(4-(dimethylamino)but-2-enamido)phenylsulfonyl)piperidin-4-yl)-4-(2,4,6-trichlorobenzamido)-1H-pyrazole-3-carboxamide 2,2,2-trifluoroacetate

ID: ALA4434727

PubChem CID: 155510782

Max Phase: Preclinical

Molecular Formula: C30H31Cl3F3N7O7S

Molecular Weight: 683.02

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C/C=C/C(=O)Nc1cccc(S(=O)(=O)N2CCC(NC(=O)c3n[nH]cc3NC(=O)c3c(Cl)cc(Cl)cc3Cl)CC2)c1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C28H30Cl3N7O5S.C2HF3O2/c1-37(2)10-4-7-24(39)33-19-5-3-6-20(15-19)44(42,43)38-11-8-18(9-12-38)34-28(41)26-23(16-32-36-26)35-27(40)25-21(30)13-17(29)14-22(25)31;3-2(4,5)1(6)7/h3-7,13-16,18H,8-12H2,1-2H3,(H,32,36)(H,33,39)(H,34,41)(H,35,40);(H,6,7)/b7-4+;

Standard InChI Key:  JLZMSUCYAFTGSY-KQGICBIGSA-N

Molfile:  

     RDKit          2D

 51 53  0  0  0  0  0  0  0  0999 V2000
   13.3389  -23.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0466  -23.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6312  -23.4542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.3389  -24.6800    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.6290  -24.2673    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.7543  -23.8628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0466  -22.6370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2586  -24.7427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2627  -23.9255    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5529  -24.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3678  -21.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850  -21.0943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9592  -20.3866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9592  -21.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1429  -21.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7344  -22.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1430  -23.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9645  -23.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3693  -22.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8194  -21.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5936  -20.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4108  -20.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6613  -19.6086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9988  -19.1300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3390  -19.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6366  -21.0943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4108  -21.8020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0452  -21.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6355  -22.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0406  -23.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8581  -23.2175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2689  -22.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8621  -21.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0812  -23.9298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4841  -24.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3005  -24.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7126  -23.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3023  -23.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4872  -23.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7061  -25.3548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5232  -25.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9288  -26.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9348  -24.6523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7460  -26.0712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7357  -21.0907    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1865  -22.5012    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7354  -23.9230    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.1516  -26.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9688  -26.7841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3743  -27.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3804  -26.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  1  0
  1  5  1  0
  2  6  1  0
  2  7  2  0
  9  8  2  0
 10  9  2  0
 11 12  1  0
 11 13  2  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 12 21  1  0
 22 20  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 21  2  0
 20 26  1  0
 20 27  2  0
 26 28  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 31  9  1  0
  9 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 34  1  0
 36 40  1  0
 40 41  1  0
 41 42  1  0
 41 43  2  0
 42 44  2  0
 15 45  1  0
 19 46  1  0
 17 47  1  0
 44 48  1  0
 48 49  1  0
 49 50  1  0
 49 51  1  0
M  END

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: 683.02

Molecular Weight (Monoisotopic): 681.1095

AlogP: 4.26

#Rotatable Bonds: 10

Polar Surface Area: 156.60

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.75

CX Basic pKa: 8.80

CX LogP: 3.87

CX LogD: 2.54

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.23

Np Likeness Score: -1.73

References

1. Ferguson FM, Doctor ZM, Ficarro SB, Marto JA, Kim ND, Sim T, Gray NS..  (2019)  Synthesis and structure activity relationships of a series of 4-amino-1H-pyrazoles as covalent inhibitors of CDK14.,  29  (15): [PMID:31175010] [10.1016/j.bmcl.2019.05.024]

Source

Source(1):

• Scientific Literature