7-Cyclopentyl-2-((4-(8-isothiocyanatooctanamido)phenyl)amino)-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide

ID: ALA4548580

Cas Number: 2369981-71-3

PubChem CID: 138911336

Product Number: C650913, Order Now?

Max Phase: Preclinical

Molecular Formula: C29H37N7O2S

Molecular Weight: 547.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)c1cc2cnc(Nc3ccc(NC(=O)CCCCCCCN=C=S)cc3)nc2n1C1CCCC1

Standard InChI:  InChI=1S/C29H37N7O2S/c1-35(2)28(38)25-18-21-19-31-29(34-27(21)36(25)24-10-7-8-11-24)33-23-15-13-22(14-16-23)32-26(37)12-6-4-3-5-9-17-30-20-39/h13-16,18-19,24H,3-12,17H2,1-2H3,(H,32,37)(H,31,33,34)

Standard InChI Key:  LLMKBTGLZJIAMY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 39 42  0  0  0  0  0  0  0  0999 V2000
   39.5925  -16.9918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3051  -12.4972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3040  -13.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0120  -13.7257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.0102  -12.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7188  -12.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7191  -13.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4977  -13.5650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.9788  -12.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4973  -12.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7960  -12.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2043  -12.1944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.0215  -12.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7954  -11.4868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2048  -13.6098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.7546  -14.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2745  -15.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7550  -15.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5322  -15.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5318  -14.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5959  -13.7248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.5953  -14.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8871  -14.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8861  -15.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5941  -16.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3044  -15.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3019  -14.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8870  -17.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1785  -16.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4716  -17.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7631  -16.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0562  -17.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3476  -16.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6408  -17.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9322  -17.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2254  -17.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5168  -17.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8044  -16.5956    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.8887  -18.2182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 11 15  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
  8 16  1  0
  3 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
 25  1  1  0
  1 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 37 38  2  0
 28 39  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548580

   CDK9-IN-7

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: 547.73

Molecular Weight (Monoisotopic): 547.2729

AlogP: 6.37

#Rotatable Bonds: 13

Polar Surface Area: 104.51

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.39

CX Basic pKa: 4.08

CX LogP: 5.74

CX LogD: 5.74

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.15

Np Likeness Score: -0.96

References

1. Wang X, Yu C, Wang C, Ma Y, Wang T, Li Y, Huang Z, Zhou M, Sun P, Zheng J, Yang S, Fan Y, Xiang R..  (2019)  Novel cyclin-dependent kinase 9 (CDK9) inhibitor with suppression of cancer stemness activity against non-small-cell lung cancer.,  181  [PMID:31376566] [10.1016/j.ejmech.2019.07.038]

Source

Source(1):

• Scientific Literature