(E)-3-(4-((4-((5-Chloro-4-((4-fluorophenyl)amino)pyrimidin-2-yl)-amino)-1H-pyrazol-1-yl)methyl)phenyl)-N-hydroxyacrylamide

ID: ALA4540416

PubChem CID: 155550122

Max Phase: Preclinical

Molecular Formula: C23H19ClFN7O2

Molecular Weight: 479.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(Cn2cc(Nc3ncc(Cl)c(Nc4ccc(F)cc4)n3)cn2)cc1)NO

Standard InChI:  InChI=1S/C23H19ClFN7O2/c24-20-12-26-23(30-22(20)28-18-8-6-17(25)7-9-18)29-19-11-27-32(14-19)13-16-3-1-15(2-4-16)5-10-21(33)31-34/h1-12,14,34H,13H2,(H,31,33)(H2,26,28,29,30)/b10-5+

Standard InChI Key:  JXCWYACGTXCGDU-BJMVGYQFSA-N

Molfile:  

 
     RDKit          2D

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    5.1131  -30.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8256  -30.7981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5327  -30.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2418  -30.7963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9525  -30.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9517  -29.5610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2342  -29.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5265  -29.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6648  -30.7951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3762  -30.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1226  -30.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6687  -30.1069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2593  -29.3954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4561  -29.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4861  -30.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1141  -29.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4025  -29.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6903  -29.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6942  -30.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4064  -30.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773  -29.1617    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8161  -29.1611    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.8963  -29.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7180  -29.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1240  -28.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7128  -27.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8873  -27.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4808  -28.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1180  -27.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9393  -27.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3486  -26.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1699  -26.5370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5750  -25.8232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9324  -25.8311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
 12 15  1  0
  1 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  1  1  0
 18 21  1  0
  8 22  1  0
 15 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 26 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540416

   ---

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: 479.90

Molecular Weight (Monoisotopic): 479.1273

AlogP: 4.52

#Rotatable Bonds: 8

Polar Surface Area: 116.99

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.53

CX Basic pKa: 2.00

CX LogP: 4.45

CX LogD: 4.45

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.17

Np Likeness Score: -1.58

References

1. Liang X, Zang J, Li X, Tang S, Huang M, Geng M, Chou CJ, Li C, Cao Y, Xu W, Liu H, Zhang Y..  (2019)  Discovery of Novel Janus Kinase (JAK) and Histone Deacetylase (HDAC) Dual Inhibitors for the Treatment of Hematological Malignancies.,  62  (8): [PMID:30901208] [10.1021/acs.jmedchem.8b01597]

Source

Source(1):

• Scientific Literature