N-(4-(3-(furan-2-yl)acryloyl)phenyl)thiophene-2-carboxamide

ID: ALA3115924

Chembl Id: CHEMBL3115924

PubChem CID: 5760478

Max Phase: Preclinical

Molecular Formula: C18H13NO3S

Molecular Weight: 323.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccco1)c1ccc(NC(=O)c2cccs2)cc1

Standard InChI:  InChI=1S/C18H13NO3S/c20-16(10-9-15-3-1-11-22-15)13-5-7-14(8-6-13)19-18(21)17-4-2-12-23-17/h1-12H,(H,19,21)/b10-9+

Standard InChI Key:  CXQWHHBXWSSEMB-MDZDMXLPSA-N

Alternative Forms

1. Parent:

   

   ALA3115924

   N-[4-[(E)-3-(furan-2-yl)prop-2-enoyl]phenyl]thiophene-2-carboxamide

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: 323.37

Molecular Weight (Monoisotopic): 323.0616

AlogP: 4.49

#Rotatable Bonds: 5

Polar Surface Area: 59.31

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.56

Np Likeness Score: -1.73

References

1. Johnson SM, Sharif O, Mak PA, Wang HT, Engels IH, Brinker A, Schultz PG, Horwich AL, Chapman E..  (2014)  A biochemical screen for GroEL/GroES inhibitors.,  24  (3): [PMID:24418775] [10.1016/j.bmcl.2013.12.100]

2. Abdeen S, Salim N, Mammadova N, Summers CM, Frankson R, Ambrose AJ, Anderson GG, Schultz PG, Horwich AL, Chapman E, Johnson SM..  (2016)  GroEL/ES inhibitors as potential antibiotics.,  26  (13): [PMID:27184767] [10.1016/j.bmcl.2016.04.089]

3. Chitre S, Ray AM, Stevens M, Doud EH, Liechty H, Washburn A, Tepper K, Sivinski J, O'Hagan HM, Georgiadis MM, Chapman E, Johnson SM..  (2022)  Bis-aryl-α,β-unsaturated ketone (ABK) chaperonin inhibitors exhibit selective cytotoxicity to colorectal cancer cells that correlates with levels of aberrant HSP60 in the cytosol.,  75  [PMID:36356534] [10.1016/j.bmc.2022.117072]

Source

Source(1):

• Scientific Literature