SID26662627

ID: ALA1354016

PubChem CID: 607082

Max Phase: Preclinical

Molecular Formula: C14H11N3O

Molecular Weight: 237.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc2nc3ccccc3nc2c1

Standard InChI:  InChI=1S/C14H11N3O/c1-9(18)15-10-6-7-13-14(8-10)17-12-5-3-2-4-11(12)16-13/h2-8H,1H3,(H,15,18)

Standard InChI Key:  WWKXQHLLOBUTGE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    2.8572    1.0913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4296    1.0913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4296   -0.5587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282    1.0913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7152    0.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7152   -0.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441    0.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441   -0.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007    1.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7138    0.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007   -0.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7138   -0.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586    1.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586   -0.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5731    0.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5731   -0.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1427    0.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1427   -0.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  2  0
  2  5  1  0
  2  7  2  0
  3  6  1  0
  3  8  2  0
  4 10  1  0
  4 17  1  0
  5  6  1  0
  5  9  2  0
  6 11  2  0
  7  8  1  0
  7 13  1  0
  8 14  1  0
  9 10  1  0
 10 12  2  0
 11 12  1  0
 13 15  2  0
 14 16  2  0
 15 16  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1354016

   N-(2-Phenazinyl)acetamide

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: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 237.26

Molecular Weight (Monoisotopic): 237.0902

AlogP: 2.74

#Rotatable Bonds: 1

Polar Surface Area: 54.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.52

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.66

Np Likeness Score: -1.22

References

1. PubChem BioAssay data set, 

2. Gao X, Lu Y, Fang L, Fang X, Xing Y, Gou S, Xi T..  (2013)  Synthesis and anticancer activity of some novel 2-phenazinamine derivatives.,  69  [PMID:23995213] [10.1016/j.ejmech.2013.07.017]

3. 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]

4. 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]

5. Pollock, Jonathan and 6 more authors.  2015-09-24  Rational Design of Orthogonal Multipolar Interactions with Fluorine in Protein-Ligand Complexes.  [PMID:26288158]

6. 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]

7. 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]

8. 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]

9. 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]

10. 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]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays