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

ID: ALA4589122

PubChem CID: 155567907

Max Phase: Preclinical

Molecular Formula: C31H34Cl2F3N7O5

Molecular Weight: 598.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CC/C=C/C(=O)Nc1cccc(N2CCC(NC(=O)c3n[nH]cc3NC(=O)c3c(Cl)cccc3Cl)CC2)c1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C29H33Cl2N7O3.C2HF3O2/c1-37(2)14-4-3-11-25(39)33-20-7-5-8-21(17-20)38-15-12-19(13-16-38)34-29(41)27-24(18-32-36-27)35-28(40)26-22(30)9-6-10-23(26)31;3-2(4,5)1(6)7/h3,5-11,17-19H,4,12-16H2,1-2H3,(H,32,36)(H,33,39)(H,34,41)(H,35,40);(H,6,7)/b11-3+;

Standard InChI Key:  OBLJDNHCDABTPO-KODGKZAJSA-N

Molfile:  

     RDKit          2D

 48 50  0  0  0  0  0  0  0  0999 V2000
   14.7086  -12.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2766  -12.7613    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2745  -13.5821    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.7086  -11.9363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9947  -14.0009    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.9947  -13.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4225  -13.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1812  -13.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1425   -9.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7238  -10.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4150  -12.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2931  -15.7700    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4681  -15.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4667  -14.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4926   -9.3630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5313  -13.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7631  -12.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2917  -14.3465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4880  -10.7947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7062  -13.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8989  -10.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0125  -10.7863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6630  -10.7912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9417  -14.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8177  -15.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2323  -16.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7854  -12.8475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1132  -12.3662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0082  -12.2086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9675   -9.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4218  -10.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0563  -13.6327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4480  -12.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5313  -15.0646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0047  -13.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7665  -14.3465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2322  -15.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0563  -15.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1823  -12.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2511  -10.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2457  -11.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8190  -14.3430    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.4213  -11.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0616  -16.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3823   -8.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2035   -8.6731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6182   -7.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6100   -9.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0
  1  7  1  0
  6  1  1  0
  6  2  1  0
  6  3  1  0
  6  5  1  0
 41 23  1  0
 33 20  2  0
 11 29  1  0
 36  8  1  0
 21 10  1  0
 37 25  1  0
 16 24  1  0
  8 35  1  0
 14 18  1  0
 24 36  1  0
 14 38  1  0
 22 43  1  0
 18 20  1  0
 28 33  1  0
 31 22  2  0
 44 13  2  0
  8 17  1  0
 19 21  1  0
 16 27  2  0
 23 19  1  0
 37 42  1  0
 26 44  1  0
 21 15  2  0
 20 16  1  0
 13 38  1  0
 10  9  2  0
 25 26  2  0
 13 12  1  0
 38 37  2  0
 14 32  2  0
 24 34  2  0
 29 43  1  0
 39 17  1  0
 35 11  1  0
 27 28  1  0
 23 40  2  0
  9 30  1  0
 29 39  1  0
 43 41  2  0
 40 31  1  0
 30 45  1  0
 45 46  1  0
 46 47  1  0
 46 48  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: 598.53

Molecular Weight (Monoisotopic): 597.2022

AlogP: 4.81

#Rotatable Bonds: 10

Polar Surface Area: 122.46

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.75

CX Basic pKa: 10.77

CX LogP: 4.53

CX LogD: 2.65

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.25

Np Likeness Score: -1.48

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