N'~1~,N'~2~-bis[(1E)-(2-hydroxyphenyl)methylene]ethanedihydrazide

ID: ALA46666

Chembl Id: CHEMBL46666

PubChem CID: 135576411

Max Phase: Preclinical

Molecular Formula: C16H14N4O4

Molecular Weight: 326.31

Molecule Type: Small molecule

Names and Identifiers

Synonyms: N'1,N'2-Bis(2-Hydroxybenzylidene)Oxalohydrazide

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

Standard InChI:  InChI=1S/C16H14N4O4/c21-13-7-3-1-5-11(13)9-17-19-15(23)16(24)20-18-10-12-6-2-4-8-14(12)22/h1-10,21-22H,(H,19,23)(H,20,24)/b17-9+,18-10+

Standard InChI Key:  PUMOTLVCXKMSQH-BEQMOXJMSA-N

Alternative Forms

1. Parent:

   

   ALA46666

   ---

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: 326.31

Molecular Weight (Monoisotopic): 326.1015

AlogP: 0.70

#Rotatable Bonds: 4

Polar Surface Area: 123.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.45

CX Basic pKa: 1.09

CX LogP: 1.79

CX LogD: 1.76

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.37

Np Likeness Score: -0.75

References

1. McGovern SL, Caselli E, Grigorieff N, Shoichet BK..  (2002)  A common mechanism underlying promiscuous inhibitors from virtual and high-throughput screening.,  45  (8): [PMID:11931626] [10.1021/jm010533y]

2. McGovern SL, Helfand BT, Feng B, Shoichet BK..  (2003)  A specific mechanism of nonspecific inhibition.,  46  (20): [PMID:13678405] [10.1021/jm030266r]

3. Feng BY, Toyama BH, Wille H, Colby DW, Collins SR, May BC, Prusiner SB, Weissman J, Shoichet BK..  (2008)  Small-molecule aggregates inhibit amyloid polymerization.,  4  (3): [PMID:18223646] [10.1038/nchembio.65]

Source

Source(1):

• Scientific Literature