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(1s,4s)-4-(4-Fluorophenyl)-4-hydroxy-6'-(3-methyl-1H-pyrazol-4-yl)-1'H-spiro[cyclohexane-1,2'-thieno[3,2-d]pyrimidin]-4'(3'H)-one

ID: ALA4213805

Max Phase: Preclinical

Molecular Formula: C21H21FN4O2S

Molecular Weight: 412.49

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1n[nH]cc1-c1cc2c(s1)C(=O)N[C@]1(CC[C@](O)(c3ccc(F)cc3)CC1)N2

Standard InChI:  InChI=1S/C21H21FN4O2S/c1-12-15(11-23-26-12)17-10-16-18(29-17)19(27)25-21(24-16)8-6-20(28,7-9-21)13-2-4-14(22)5-3-13/h2-5,10-11,24,28H,6-9H2,1H3,(H,23,26)(H,25,27)/t20-,21+

Standard InChI Key:  NCRZDERILSVITP-OYRHEFFESA-N

Molfile:  

     RDKit          2D

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   27.4997  -27.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6784  -27.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0911  -28.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2628  -26.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2586  -27.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9645  -27.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6831  -26.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9728  -26.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5565  -27.0829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2659  -25.8571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5565  -25.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8513  -26.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8513  -25.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0657  -25.5986    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.5784  -26.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0656  -26.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5585  -24.6189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7572  -26.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2727  -25.6057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4914  -25.8582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4914  -26.6796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2727  -26.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5294  -27.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6765  -28.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0885  -29.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9107  -29.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3191  -28.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9089  -28.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3202  -30.3443    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  6
  4  5  1  1
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  5  6  1  0
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 13 11  1  0
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  9  4  1  0
  4 10  1  0
 10 11  1  0
 12 13  2  0
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 15 16  2  0
 16 12  1  0
 11 17  2  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 18  1  0
 15 18  1  0
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  3 24  2  0
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 25 26  2  0
 26 27  1  0
 27 28  2  0
 28  3  1  0
 26 29  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4213805

    ---

Associated Targets(Human)

COLO 205 (50209 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CDC7 Tchem Cell division cycle 7-related protein kinase (1385 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DBF4 Tbio CDC7/DBF4 (Cell division cycle 7-related protein kinase/Activator of S phase kinase) (451 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ROCK1 Tclin Rho-associated protein kinase 1 (4723 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCNE1 Tchem Cyclin-dependent kinase 2/cyclin E1 (1877 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Calculated Properties

Molecular Weight: 412.49Molecular Weight (Monoisotopic): 412.1369AlogP: 3.90#Rotatable Bonds: 2
Polar Surface Area: 90.04Molecular Species: NEUTRALHBA: 5HBD: 4
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 13.84CX Basic pKa: 3.14CX LogP: 3.24CX LogD: 3.24
Aromatic Rings: 3Heavy Atoms: 29QED Weighted: 0.51Np Likeness Score: -0.61

References

1. Kurasawa O, Oguro Y, Miyazaki T, Homma M, Mori K, Iwai K, Hara H, Skene R, Hoffman I, Ohashi A, Yoshida S, Ishikawa T, Cho N..  (2017)  Identification of a new class of potent Cdc7 inhibitors designed by putative pharmacophore model: Synthesis and biological evaluation of 2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-ones.,  25  (7): [PMID:28284870] [10.1016/j.bmc.2017.02.021]

Source