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

ID: ALA4531892

PubChem CID: 155546290

Max Phase: Preclinical

Molecular Formula: C24H27Cl2F3N6O5

Molecular Weight: 493.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C/C=C/C(=O)N1CCC[C@@H](NC(=O)c2n[nH]cc2NC(=O)c2c(Cl)cccc2Cl)C1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C22H26Cl2N6O3.C2HF3O2/c1-29(2)10-5-9-18(31)30-11-4-6-14(13-30)26-22(33)20-17(12-25-28-20)27-21(32)19-15(23)7-3-8-16(19)24;3-2(4,5)1(6)7/h3,5,7-9,12,14H,4,6,10-11,13H2,1-2H3,(H,25,28)(H,26,33)(H,27,32);(H,6,7)/b9-5+;/t14-;/m1./s1

Standard InChI Key:  VJWMLJWYOQDSSD-BSQZFJAESA-N

Molfile:  

     RDKit          2D

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    7.1376  -13.4941    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.4277  -13.0814    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.5530  -12.6769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8453  -11.4511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3518   -8.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0340  -10.9625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4848  -12.3730    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.1178  -10.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8919  -10.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7092  -10.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9597   -9.4804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972   -9.0018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9350  -10.9660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7092  -11.6738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3888   -9.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7950  -10.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7998   -8.8529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6122  -10.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0184  -10.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8355  -10.9830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2417  -11.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2465  -10.2767    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
  8  9  1  0
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  9 10  1  0
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 25 31  1  0
 25 32  2  0
 10 31  1  6
 12 33  1  0
 33 34  1  0
 33 35  2  0
 34 36  2  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  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: 493.40

Molecular Weight (Monoisotopic): 492.1443

AlogP: 2.81

#Rotatable Bonds: 7

Polar Surface Area: 110.43

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.75

CX Basic pKa: 8.80

CX LogP: 2.87

CX LogD: 1.55

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.51

Np Likeness Score: -1.46

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