6-(3-Methyl-1H-pyrazol-4-yl)-2-[(2S)-1-methylpyrrolidin-2-yl]thieno[3,2-d]pyrimidin-4(3H)-one dihydrochloride

ID: ALA4589689

PubChem CID: 136603316

Max Phase: Preclinical

Molecular Formula: C15H19Cl2N5OS

Molecular Weight: 315.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1n[nH]cc1-c1cc2nc([C@@H]3CCCN3C)[nH]c(=O)c2s1.Cl.Cl

Standard InChI:  InChI=1S/C15H17N5OS.2ClH/c1-8-9(7-16-19-8)12-6-10-13(22-12)15(21)18-14(17-10)11-4-3-5-20(11)2;;/h6-7,11H,3-5H2,1-2H3,(H,16,19)(H,17,18,21);2*1H/t11-;;/m0../s1

Standard InChI Key:  OWOBZQRORXGRKJ-IDMXKUIJSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   35.6799  -17.0702    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.0174  -18.5106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7268  -18.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7268  -17.2807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0174  -16.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3079  -18.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3034  -17.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5208  -17.0325    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.0441  -17.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5281  -18.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2220  -17.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7339  -17.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9539  -17.3042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9585  -18.1255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7412  -18.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0185  -16.0467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9981  -19.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4345  -18.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5188  -19.3326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3220  -19.5037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7317  -18.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1857  -18.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9066  -19.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8231  -18.4611    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0
  6  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
  9 11  1  0
  5 16  2  0
 15 17  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 18  1  0
 18  3  1  6
 19 23  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: 315.40

Molecular Weight (Monoisotopic): 315.1154

AlogP: 2.45

#Rotatable Bonds: 2

Polar Surface Area: 77.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: 6.31

CX LogP: 1.28

CX LogD: 1.22

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: -1.40

References

1. Kurasawa O, Miyazaki T, Homma M, Oguro Y, Imada T, Uchiyama N, Iwai K, Yamamoto Y, Ohori M, Hara H, Sugimoto H, Iwata K, Skene R, Hoffman I, Ohashi A, Nomura T, Cho N..  (2020)  Discovery of a Novel, Highly Potent, and Selective Thieno[3,2-d]pyrimidinone-Based Cdc7 Inhibitor with a Quinuclidine Moiety (TAK-931) as an Orally Active Investigational Antitumor Agent.,  63  (3): [PMID:31895562] [10.1021/acs.jmedchem.9b01427]

Source

Source(1):

• Scientific Literature