2-formylpyridine2-hydroxybenzoylhydrazone

ID: ALA1088661

Chembl Id: CHEMBL1088661

PubChem CID: 6806747

Max Phase: Preclinical

Molecular Formula: C13H11N3O2

Molecular Weight: 241.25

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2-Formylpyridine2-Hydroxybenzoylhydrazone | MLS000685571|Hfphhz|SMR000312535|2-hydroxy-N'-[(1Z)-pyridin-2-ylmethylene]benzohydrazide|cid_498250|CHEMBL1088661|BDBM44132|2-hydroxy-N'-[(E)-pyridin-2-ylmethylidene]benzohydrazide|DLWUZZMMXCRNMJ-OQLLNIDSSA-N|AKOS003858807|2-formylpyridine2-hydroxybenzoylhydrazone|2-formylpyridine 2-hydroxybenzoylhydrazone|2-Pyridinecarbaldehyde salicyloylhydrazone|2-hydroxy-N-(2-pyridylmethyleneamino)benzamide|2-hydroxy-N-(2-pyridinylmethylideneamino)benzamide|2-hydroShow More⌵

Canonical SMILES:  O=C(N/N=C/c1ccccn1)c1ccccc1O

Standard InChI:  InChI=1S/C13H11N3O2/c17-12-7-2-1-6-11(12)13(18)16-15-9-10-5-3-4-8-14-10/h1-9,17H,(H,16,18)/b15-9+

Standard InChI Key:  DLWUZZMMXCRNMJ-OQLLNIDSSA-N

Alternative Forms

1. Parent:

   

   ALA1088661

   2-hydroxy-N'-[(E)-pyridin-2-ylmethylidene]benzohydrazide

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: 241.25

Molecular Weight (Monoisotopic): 241.0851

AlogP: 1.55

#Rotatable Bonds: 3

Polar Surface Area: 74.58

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.03

CX Basic pKa: 3.04

CX LogP: 2.77

CX LogD: 2.68

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.63

Np Likeness Score: -1.67

References

1. Pavan FR, da S Maia PI, Leite SR, Deflon VM, Batista AA, Sato DN, Franzblau SG, Leite CQ..  (2010)  Thiosemicarbazones, semicarbazones, dithiocarbazates and hydrazide/hydrazones: anti-Mycobacterium tuberculosis activity and cytotoxicity.,  45  (5): [PMID:20163897] [10.1016/j.ejmech.2010.01.028]

2. Kant R, Yang MH, Tseng CH, Yen CH, Li WY, Tyan YC, Chen M, Tzeng CC, Chen WC, You K, Wang WC, Chen YL, Chen YA..  (2021)  Discovery of an Orally Efficacious MYC Inhibitor for Liver Cancer Using a GNMT-Based High-Throughput Screening System and Structure-Activity Relationship Analysis.,  64  (13.0): [PMID:34132534] [10.1021/acs.jmedchem.1c00093]

Source

Source(1):

• Scientific Literature