Your company account is blocked and you cannot place orders. If you have questions, please contact your company administrator.

SID50112971

ID: ALA10206

Cas Number: 130144-34-2

PubChem CID: 4014291

Max Phase: Preclinical

Molecular Formula: C22H20N2O5

Molecular Weight: 392.41

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CCc1c2c(nc3ccc(O)cc13)-c1cc3c(c(=O)n1C2)COC(=O)C3(O)CC

Standard InChI:  InChI=1S/C22H20N2O5/c1-3-12-13-7-11(25)5-6-17(13)23-19-14(12)9-24-18(19)8-16-15(20(24)26)10-29-21(27)22(16,28)4-2/h5-8,25,28H,3-4,9-10H2,1-2H3

Standard InChI Key:  FJHBVJOVLFPMQE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
    1.2500   -4.7542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917   -5.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9000   -5.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -5.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8417   -4.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250   -5.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3167   -4.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500   -5.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2000   -5.3667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0000   -6.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8875   -4.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2083   -4.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5917   -6.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208   -4.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208   -5.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917   -5.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9417   -5.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1875   -4.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2458   -4.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8500   -6.9792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2458   -5.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -6.9792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7583   -4.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4750   -6.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7583   -5.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2083   -3.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2833   -4.1750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9625   -6.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3042   -3.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  3  1  1  0
  4  2  2  0
  5  1  1  0
  6  3  1  0
  7 11  1  0
  8  3  2  0
  9  6  2  0
 10  4  1  0
 11  1  1  0
 12  7  2  0
 13 17  1  0
 14 12  1  0
 15  9  1  0
 16  2  1  0
 17 16  1  0
 18  5  2  0
 19 14  2  0
 20 13  2  0
 21 15  2  0
 22 10  1  0
 23 19  1  0
 24 10  1  0
 25 21  1  0
 26 12  1  0
 27 23  1  0
 28 24  1  0
 29 26  1  0
  7  6  1  0
  8  4  1  0
 14 15  1  0
 10 13  1  0
 23 25  2  0
M  END

Associated Targets(Human)

MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KAT2A Tchem Histone acetyltransferase GCN5 (14285 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Rorc Nuclear receptor ROR-gamma (89407 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FTL Ferritin light chain (43324 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDCK-II (565 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

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

Calculated Properties

Molecular Weight: 392.41Molecular Weight (Monoisotopic): 392.1372AlogP: 2.35#Rotatable Bonds: 2
Polar Surface Area: 101.65Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 9.66CX Basic pKa: 3.92CX LogP: 1.87CX LogD: 1.87
Aromatic Rings: 3Heavy Atoms: 29QED Weighted: 0.51Np Likeness Score: 1.20

References

1. PubChem BioAssay data set, 
2. PubChem BioAssay data set, 
3. Silbermann K,Li J,Namasivayam V,Baltes F,Bendas G,Stefan SM,Wiese M.  (2020)  Superior Pyrimidine Derivatives as Selective ABCG2 Inhibitors and Broad-Spectrum ABCB1, ABCC1, and ABCG2 Antagonists.,  63  (18): [PMID:32787102] [10.1021/acs.jmedchem.0c00961]
4. Zhou, Haibin H and 7 more authors.  2013-02-14  Structure-based design of high-affinity macrocyclic peptidomimetics to block the menin-mixed lineage leukemia 1 (MLL1) protein-protein interaction.  [PMID:23244744]
5. He, Shihan S and 10 more authors.  2014-02-27  High-affinity small-molecule inhibitors of the menin-mixed lineage leukemia (MLL) interaction closely mimic a natural protein-protein interaction.  [PMID:24472025]
6. Pollock, Jonathan and 6 more authors.  2015-09-24  Rational Design of Orthogonal Multipolar Interactions with Fluorine in Protein-Ligand Complexes.  [PMID:26288158]
7. Borkin, Dmitry D and 12 more authors.  2016-02-11  Property Focused Structure-Based Optimization of Small Molecule Inhibitors of the Protein-Protein Interaction between Menin and Mixed Lineage Leukemia (MLL).  [PMID:26744767]
8. Borkin, Dmitry D and 12 more authors.  2018-06-14  Complexity of Blocking Bivalent Protein-Protein Interactions: Development of a Highly Potent Inhibitor of the Menin-Mixed-Lineage Leukemia Interaction.  [PMID:29738674]
9. Chen, Qi-Bin QB, Gao, Jie J, Zou, Guo-An GA, Xin, Xue-Lei XL and Aisa, Haji Akber HA.  2018-06-22  Piperidine Alkaloids with Diverse Skeletons from Anacyclus pyrethrum.  [PMID:29775308]
10. Aguilar, Angelo A and 15 more authors.  2019-07-11  Structure-Based Discovery of M-89 as a Highly Potent Inhibitor of the Menin-Mixed Lineage Leukemia (Menin-MLL) Protein-Protein Interaction.  [PMID:31244110]
11. Xu, Shilin and 12 more authors.  2020-05-14  Discovery of M-808 as a Highly Potent, Covalent, Small-Molecule Inhibitor of the Menin-MLL Interaction with Strong In Vivo Antitumor Activity.  [PMID:32338903]