2-((2S)-Piperidin-2-yl)-6-(3-(trifluoromethyl)-1H-pyrazol-4-yl)thieno[3,2-d]pyrimidin-4(3H)-one hydrochloride

ID: ALA4570191

PubChem CID: 136603225

Max Phase: Preclinical

Molecular Formula: C15H15ClF3N5OS

Molecular Weight: 369.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.O=c1[nH]c([C@@H]2CCCCN2)nc2cc(-c3c[nH]nc3C(F)(F)F)sc12

Standard InChI:  InChI=1S/C15H14F3N5OS.ClH/c16-15(17,18)12-7(6-20-23-12)10-5-9-11(25-10)14(24)22-13(21-9)8-3-1-2-4-19-8;/h5-6,8,19H,1-4H2,(H,20,23)(H,21,22,24);1H/t8-;/m0./s1

Standard InChI Key:  IOWUDQQXLNKTFE-QRPNPIFTSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   21.9527  -17.1321    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.6216  -18.3579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3310  -17.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3310  -17.1280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6216  -16.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9122  -17.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9077  -17.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1250  -16.8798    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.6483  -17.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1323  -18.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8262  -17.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3381  -16.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5582  -17.1515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5627  -17.9728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3454  -18.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6227  -15.8940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6023  -19.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0422  -18.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0386  -19.1842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7458  -19.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4565  -19.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4597  -18.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7521  -17.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0589  -19.6153    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.4067  -19.1703    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.8155  -19.7901    0.0000 F   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  3  1  6
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 17 24  1  0
 17 25  1  0
 17 26  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: 369.37

Molecular Weight (Monoisotopic): 369.0871

AlogP: 3.21

#Rotatable Bonds: 2

Polar Surface Area: 86.46

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.06

CX Basic pKa: 7.61

CX LogP: 2.15

CX LogD: 1.90

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.65

Np Likeness Score: -1.28

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