ID: ALA189362

Max Phase: Preclinical

Molecular Formula: C5H4O2

Molecular Weight: 96.08

Molecule Type: Small molecule

Representations

Synonyms (1): Furan-2-carbaldehyde
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=Cc1ccco1

Standard InChI:  InChI=1S/C5H4O2/c6-4-5-2-1-3-7-5/h1-4H

Standard InChI Key:  HYBBIBNJHNGZAN-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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

Properties

Molecular Weight: 96.08

Molecular Weight (Monoisotopic): 96.0211

AlogP: 1.09

#Rotatable Bonds: 1

Polar Surface Area: 30.21

Molecular Species: NEUTRAL

HBA: 2

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 0.75

CX LogD: 0.75

Aromatic Rings: 1

Heavy Atoms: 7

QED Weighted: 0.49

Np Likeness Score: -0.31

References

1. Safo MK, Abdulmalik O, Danso-Danquah R, Burnett JC, Nokuri S, Joshi GS, Musayev FN, Asakura T, Abraham DJ..  (2004)  Structural basis for the potent antisickling effect of a novel class of five-membered heterocyclic aldehydic compounds.,  47  (19): [PMID:15341482] [10.1021/jm0498001]

2. Zhang J, Pettersson HI, Huitema C, Niu C, Yin J, James MN, Eltis LD, Vederas JC..  (2007)  Design, synthesis, and evaluation of inhibitors for severe acute respiratory syndrome 3C-like protease based on phthalhydrazide ketones or heteroaromatic esters.,  50  (8): [PMID:17381079] [10.1021/jm061425k]

3. PubChem BioAssay data set, 

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5. Caboni P, Ntalli NG, Aissani N, Cavoski I, Angioni A..  (2012)  Nematicidal activity of (E,E)-2,4-decadienal and (E)-2-decenal from Ailanthus altissima against Meloidogyne javanica.,  60  (4): [PMID:22224661] [10.1021/jf2044586]

6. Caboni P, Sarais G, Aissani N, Tocco G, Sasanelli N, Liori B, Carta A, Angioni A..  (2012)  Nematicidal activity of 2-thiophenecarboxaldehyde and methylisothiocyanate from caper (Capparis spinosa) against Meloidogyne incognita.,  60  (30): [PMID:22769561] [10.1021/jf302075w]

7. Ntalli NG, Vargiu S, Menkissoglu-Spiroudi U, Caboni P..  (2010)  nematicidal carboxylic acids and aldehydes from Melia azedarach fruits.,  58  (21): [PMID:20925380] [10.1021/jf1025345]

8. Aoudia H, Ntalli N, Aissani N, Yahiaoui-Zaidi R, Caboni P..  (2012)  Nematotoxic phenolic compounds from Melia azedarach against Meloidogyne incognita.,  60  (47): [PMID:23136941] [10.1021/jf3038874]

9. Caboni P, Aissani N, Cabras T, Falqui A, Marotta R, Liori B, Ntalli N, Sarais G, Sasanelli N, Tocco G..  (2013)  Potent nematicidal activity of phthalaldehyde, salicylaldehyde, and cinnamic aldehyde against Meloidogyne incognita.,  61  (8): [PMID:23379671] [10.1021/jf305164m]

10. PubChem BioAssay data set, 

11. PubChem BioAssay data set, 

12. Das S, Mitra I, Batuta S, Niharul Alam M, Roy K, Begum NA..  (2014)  Design, synthesis and exploring the quantitative structure-activity relationship of some antioxidant flavonoid analogues.,  24  (21): [PMID:25278230] [10.1016/j.bmcl.2014.09.028]

13. PubChem BioAssay data set, 

14. Soubhye J, Gelbcke M, Van Antwerpen P, Dufrasne F, Boufadi MY, Nève J, Furtmüller PG, Obinger C, Zouaoui Boudjeltia K, Meyer F..  (2017)  From Dynamic Combinatorial Chemistry to in Vivo Evaluation of Reversible and Irreversible Myeloperoxidase Inhibitors.,  8  (2): [PMID:28197313] [10.1021/acsmedchemlett.6b00417]

15. Huber SK, Höfner G, Wanner KT..  (2019)  Application of the concept of oxime library screening by mass spectrometry (MS) binding assays to pyrrolidine-3-carboxylic acid derivatives as potential inhibitors of γ-aminobutyric acid transporter 1 (GAT1).,  27  (13): [PMID:31097402] [10.1016/j.bmc.2019.05.001]

16. Hauke TJ, Wein T, Höfner G, Wanner KT..  (2018)  Novel Allosteric Ligands of γ-Aminobutyric Acid Transporter 1 (GAT1) by MS Based Screening of Pseudostatic Hydrazone Libraries.,  61  (22): [PMID:30376325] [10.1021/acs.jmedchem.8b01602]

17. Pacheco JDS, Costa DS, Cunha-Júnior EF, Andrade-Neto VV, Fairlamb AH, Wyllie S, Goulart MOF, Santos DC, Silva TL, Alves MA, Costa PRR, Dias AG, Torres-Santos EC..  (2021)  Monocyclic Nitro-heteroaryl Nitrones with Dual Mechanism of Activation: Synthesis and Antileishmanial Activity.,  12  (9.0): [PMID:34531949] [10.1021/acsmedchemlett.1c00193]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays