2,6-Difluoro-4-(6-methoxy-[3,4'-bipyridin]-3'-yl)phenol

ID: ALA3604795

PubChem CID: 122186030

Max Phase: Preclinical

Molecular Formula: C17H12F2N2O2

Molecular Weight: 314.29

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccncc2-c2cc(F)c(O)c(F)c2)cn1

Standard InChI:  InChI=1S/C17H12F2N2O2/c1-23-16-3-2-10(8-21-16)12-4-5-20-9-13(12)11-6-14(18)17(22)15(19)7-11/h2-9,22H,1H3

Standard InChI Key:  NKBWZEGVHYSODY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2955   -5.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0048   -6.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -5.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3002   -3.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8991   -0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1969   -1.5046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1945   -3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8943   -3.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5964   -3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0067   -7.2009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3428   -5.8471    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3337   -5.8546    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4915   -3.7597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4879   -4.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  5  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
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  8 14  2  0
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 15 16  2  0
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 17 18  2  0
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 11 19  1  0
 12 20  1  0
 10 21  1  0
 16 22  1  0
 22 23  1  0
M  END

Alternative Forms

  1. Parent:

    ALA3604795

    ---

Associated Targets(Human)

RPS6KA3 Tchem Ribosomal protein S6 kinase alpha 3 (4284 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Rps6ka3 Ribosomal protein S6 kinase alpha-3 (39 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

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Biocomponents

Calculated Properties

Molecular Weight: 314.29Molecular Weight (Monoisotopic): 314.0867AlogP: 3.80#Rotatable Bonds: 3
Polar Surface Area: 55.24Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 7.34CX Basic pKa: 4.62CX LogP: 3.25CX LogD: 2.92
Aromatic Rings: 3Heavy Atoms: 23QED Weighted: 0.80Np Likeness Score: -0.74

References

1. Jain R, Mathur M, Lan J, Costales A, Atallah G, Ramurthy S, Subramanian S, Setti L, Feucht P, Warne B, Doyle L, Basham S, Jefferson AB, Lindvall M, Appleton BA, Shafer CM..  (2015)  Discovery of Potent and Selective RSK Inhibitors as Biological Probes.,  58  (17): [PMID:26270416] [10.1021/acs.jmedchem.5b00450]
2. Mrozowski, Roman M RM and 9 more authors.  2012-02-14  Improving the affinity of SL0101 for RSK using structure-based design.  [PMID:23519677]
3. Liang, Chengyuan C and 6 more authors.  2018-05-10  The development of Bruton's tyrosine kinase (BTK) inhibitors from 2012 to 2017: A mini-review.  [PMID:29631132]
4. Narayan, Satya S and 7 more authors.  2019-01-01  ASR352, A potent anticancer agent: Synthesis, preliminary SAR, and biological activities against colorectal cancer bulk, 5-fluorouracil/oxaliplatin resistant and stem cells.  [PMID:30384048]
5. Casalvieri, Kimberly A; Matheson, Christopher J; Backos, Donald S and Reigan, Philip.  2020-03-01  Substituted pteridinones as p90 ribosomal S6 protein kinase (RSK) inhibitors: A structure-activity study.  [PMID:31982240]

Source