SID26664681

ID: ALA1939691

Chembl Id: CHEMBL1939691

PubChem CID: 6284052

Max Phase: Preclinical

Molecular Formula: C18H16O3

Molecular Weight: 280.32

Molecule Type: Small molecule

Names and Identifiers

Synonyms: NSC-98938 | NSC98938|MLS000737201|NSC-98938|CHEMBL1939691|HMS2860N13|(1E,4E)-1-(2-hydroxyphenyl)-5-(2-methoxyphenyl)penta-1,4-dien-3-one|SMR000528462|1-(2-Hydroxyphenyl)-5-(2-methoxyphenyl)-1,4-pentadien-3-one

Canonical SMILES:  COc1ccccc1/C=C/C(=O)/C=C/c1ccccc1O

Standard InChI:  InChI=1S/C18H16O3/c1-21-18-9-5-3-7-15(18)11-13-16(19)12-10-14-6-2-4-8-17(14)20/h2-13,20H,1H3/b12-10+,13-11+

Standard InChI Key:  RNDFIDUOVAGOQF-DCIPZJNNSA-N

Alternative Forms

1. Parent:

   

   ALA1939691

   (1E,4E)-1-(2-hydroxyphenyl)-5-(2-methoxyphenyl)penta-1,4-dien-3-one

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: 280.32

Molecular Weight (Monoisotopic): 280.1099

AlogP: 3.70

#Rotatable Bonds: 5

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.86

CX Basic pKa: ┄

CX LogP: 4.36

CX LogD: 4.35

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.85

Np Likeness Score: 0.27

References

1. PubChem BioAssay data set, 

2. Wang Y, Hess TN, Jones V, Zhou JZ, McNeil MR, Andrew McCammon J..  (2011)  Novel inhibitors of Mycobacterium tuberculosis dTDP-6-deoxy-L-lyxo-4-hexulose reductase (RmlD) identified by virtual screening.,  21  (23): [PMID:22014548] [10.1016/j.bmcl.2011.09.094]

3. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of NIH NCI Diversity Set V,  [10.6019/CHEMBL4296182]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• CO-ADD antimicrobial screening data