7-Cyclopentyl-2-((5-((6-isothiocyanatohexyl)carbamoyl)pyridin-2-yl)amino)-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide

ID: ALA4554083

PubChem CID: 155555748

Max Phase: Preclinical

Molecular Formula: C27H34N8O2S

Molecular Weight: 534.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)c1cc2cnc(Nc3ccc(C(=O)NCCCCCCN=C=S)cn3)nc2n1C1CCCC1

Standard InChI:  InChI=1S/C27H34N8O2S/c1-34(2)26(37)22-15-20-17-31-27(33-24(20)35(22)21-9-5-6-10-21)32-23-12-11-19(16-30-23)25(36)29-14-8-4-3-7-13-28-18-38/h11-12,15-17,21H,3-10,13-14H2,1-2H3,(H,29,36)(H,30,31,32,33)

Standard InChI Key:  SOBZMUSCJMZPPZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 38 41  0  0  0  0  0  0  0  0999 V2000
    8.7539  -27.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4664  -22.7575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4653  -23.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1733  -23.9860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1716  -22.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8802  -22.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8804  -23.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6591  -23.8253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1401  -23.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6587  -22.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9573  -23.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3656  -22.4547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1828  -22.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9568  -21.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3662  -23.8701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9159  -24.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4358  -25.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9163  -25.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6935  -25.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6932  -24.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7573  -23.9851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7566  -24.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0485  -25.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0475  -26.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7554  -26.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4658  -26.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4633  -25.2076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0484  -27.6613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3398  -27.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6329  -27.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9244  -27.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2175  -27.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5090  -27.2599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8021  -27.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0936  -27.2628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3867  -27.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757  -28.0734    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.4616  -27.6606    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  2  0
 36 37  2  0
  1 38  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554083

   ---

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: 534.69

Molecular Weight (Monoisotopic): 534.2525

AlogP: 4.78

#Rotatable Bonds: 12

Polar Surface Area: 117.40

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.40

CX Basic pKa: 2.56

CX LogP: 4.25

CX LogD: 4.24

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.20

Np Likeness Score: -1.07

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