(E)-2-((1H-indol-4-yl)methylene)-4,5,6-trimethoxy-2,3-dihydro-1H-inden-1-one

ID: ALA3818930

Chembl Id: CHEMBL3818930

PubChem CID: 127048400

Max Phase: Preclinical

Molecular Formula: C21H19NO4

Molecular Weight: 349.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(c(OC)c1OC)C/C(=C\c1cccc3[nH]ccc13)C2=O

Standard InChI:  InChI=1S/C21H19NO4/c1-24-18-11-15-16(20(25-2)21(18)26-3)10-13(19(15)23)9-12-5-4-6-17-14(12)7-8-22-17/h4-9,11,22H,10H2,1-3H3/b13-9+

Standard InChI Key:  OITKGYONTOHEDY-UKTHLTGXSA-N

Alternative Forms

1. Parent:

   

   ALA3818930

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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: 349.39

Molecular Weight (Monoisotopic): 349.1314

AlogP: 4.02

#Rotatable Bonds: 4

Polar Surface Area: 60.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.52

CX LogD: 3.52

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: 0.23

References

1. Yan J, Chen J, Zhang S, Hu J, Huang L, Li X..  (2016)  Synthesis, Evaluation, and Mechanism Study of Novel Indole-Chalcone Derivatives Exerting Effective Antitumor Activity Through Microtubule Destabilization in Vitro and in Vivo.,  59  (11): [PMID:27149641] [10.1021/acs.jmedchem.6b00021]

2. Kerru N, Singh P, Koorbanally N, Raj R, Kumar V..  (2017)  Recent advances (2015-2016) in anticancer hybrids.,  142  [PMID:28760313] [10.1016/j.ejmech.2017.07.033]

3. Lazinski LM, Royal G, Robin M, Maresca M, Haudecoeur R..  (2022)  Bioactive Aurones, Indanones, and Other Hemiindigoid Scaffolds: Medicinal Chemistry and Photopharmacology Perspectives.,  65  (19.0): [PMID:36126323] [10.1021/acs.jmedchem.2c01150]

Source

Source(1):

• Scientific Literature