SID24817409

ID: ALA1491941

Cas Number: 24242-19-1

PubChem CID: 354316

Product Number: S44976, Order Now?

Max Phase: Preclinical

Molecular Formula: C6H6N2O2

Molecular Weight: 138.13

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 5-Aminonicotinic Acid | 5-Aminonicotinic acid|24242-19-1|5-aminopyridine-3-carboxylic acid|5-Amino-nicotinic acid|5-Aminonicotinicacid|MFCD00129116|CHEMBL1491941|CHEBI:68578|5-AMINO-3-PYRIDINECARBOXYLIC ACID|5-amino nicotinic acid|3-pyridinecarboxylic acid, 5-amino-|Oprea1_384449|Oprea1_455519|MLS000716463|MLS001049162|SCHEMBL185913|DTXSID70326623|HMS2656M22|HMS2812K05|BCP27105|BDBM50427221|GEO-00183|NSC605539|AKOS000113986|AKOS005458345|AC-1766|CS-W002402|NSC-605539|PB13029|PS-4088|SDCCGMLS-006Show More⌵

Canonical SMILES:  Nc1cncc(C(=O)O)c1

Standard InChI:  InChI=1S/C6H6N2O2/c7-5-1-4(6(9)10)2-8-3-5/h1-3H,7H2,(H,9,10)

Standard InChI Key:  BYIORJAACCWFPU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 10 10  0  0  0  0  0  0  0  0999 V2000
   -1.2859   -1.8816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0003   -0.6441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8575   -0.6441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1431    1.4184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5714   -0.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2859   -1.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5714    0.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1431    0.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1431   -1.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8575    0.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0
  2  6  1  0
  3  9  2  0
  3 10  1  0
  4  8  1  0
  5  6  1  0
  5  7  2  0
  5  9  1  0
  7  8  1  0
  8 10  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1491941

   5-Aminonicotinic acid

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: 138.13

Molecular Weight (Monoisotopic): 138.0429

AlogP: 0.36

#Rotatable Bonds: 1

Polar Surface Area: 76.21

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.40

CX Basic pKa: 6.75

CX LogP: -1.60

CX LogD: -2.32

Aromatic Rings: 1

Heavy Atoms: 10

QED Weighted: 0.59

Np Likeness Score: -0.51

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. Katane M, Osaka N, Matsuda S, Maeda K, Kawata T, Saitoh Y, Sekine M, Furuchi T, Doi I, Hirono S, Homma H..  (2013)  Identification of novel D-amino acid oxidase inhibitors by in silico screening and their functional characterization in vitro.,  56  (5): [PMID:23391306] [10.1021/jm3017865]

4. Katane M, Yamada S, Kawaguchi G, Chinen M, Matsumura M, Ando T, Doi I, Nakayama K, Kaneko Y, Matsuda S, Saitoh Y, Miyamoto T, Sekine M, Yamaotsu N, Hirono S, Homma H..  (2015)  Identification of Novel D-Aspartate Oxidase Inhibitors by in Silico Screening and Their Functional and Structural Characterization in Vitro.,  58  (18): [PMID:26322531] [10.1021/acs.jmedchem.5b00871]

5. 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]

6. 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]

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

8. 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]

9. 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]

10. 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]

11. 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]

12. 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