SIMUROSERTIB

ID: ALA4297644

Cas Number: 1330782-76-7

PubChem CID: 135564531

Product Number: S613587, Order Now?

Max Phase: Phase

Molecular Formula: C17H19N5OS

Molecular Weight: 341.44

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Simurosertib | Tak 931 | Tak-931 | TAK-931 | TAK931F

Canonical SMILES:  Cc1n[nH]cc1-c1cc2nc([C@@H]3CC4CCN3CC4)[nH]c(=O)c2s1

Standard InChI:  InChI=1S/C17H19N5OS/c1-9-11(8-18-21-9)14-7-12-15(24-14)17(23)20-16(19-12)13-6-10-2-4-22(13)5-3-10/h7-8,10,13H,2-6H2,1H3,(H,18,21)(H,19,20,23)/t13-/m0/s1

Standard InChI Key:  XGVXKJKTISMIOW-ZDUSSCGKSA-N

Molfile:  

     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
   -4.3438   -0.1157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0582   -0.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0582   -1.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3438   -1.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6293   -1.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6293   -0.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2004   -0.5282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9148   -0.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9148    0.7093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2004    1.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4859    0.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4859   -0.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7013   -0.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2163    0.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7013    0.9642    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0936   -0.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6087    0.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0936    0.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8782    0.7093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8782   -0.1157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4813   -0.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4813   -1.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2004    1.9468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8386    1.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  7  8  2  0
  6  8  1  6
  9 10  1  0
 10 11  1  0
 11 12  2  0
  7 12  1  0
  8  9  1  0
 13 14  2  0
 14 15  1  0
 11 15  1  0
 12 13  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 16 20  1  0
  1 21  1  0
  4 22  1  0
 22 21  1  0
 10 23  2  0
 14 17  1  0
 18 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4297644

   Simurosertib

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 341.44

Molecular Weight (Monoisotopic): 341.1310

AlogP: 2.84

#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: 6.08

CX LogP: 1.53

CX LogD: 1.50

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: -1.27

References

1. Unpublished dataset, 

2. 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]

3. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

Source

Source(3):

• Scientific Literature
• Clinical Candidates
• USP Dictionary of USAN and International Drug Names