4-(1-methyl-1H-indol-3-yl)-3-(3,4,5-trimethoxyphenyl)furan-2(5H)-one

ID: ALA5275963

Chembl Id: CHEMBL5275963

Max Phase: Preclinical

Molecular Formula: C22H21NO5

Molecular Weight: 379.41

Names and Identifiers

Canonical SMILES:  COc1cc(C2=C(c3cn(C)c4ccccc34)COC2=O)cc(OC)c1OC

Standard InChI:  InChI=1S/C22H21NO5/c1-23-11-15(14-7-5-6-8-17(14)23)16-12-28-22(24)20(16)13-9-18(25-2)21(27-4)19(10-13)26-3/h5-11H,12H2,1-4H3

Standard InChI Key:  TWAPIXHGRUSSFP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5275963

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 379.41

Molecular Weight (Monoisotopic): 379.1420

AlogP: 3.67

#Rotatable Bonds: 5

Polar Surface Area: 58.92

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.09

CX Basic pKa:

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.63

Np Likeness Score: 0.31

References

1. Hurysz B, Evans BA, Laryea RN, Boyer BE, Coburn TE, Dexter MS, Edwards MA, Faulkner GV, Huss RL, Lafferty MM, Manning M, McNulty M, Melvin SJ, Mitrow CM, Patel RR, Pierce K, Russo J, Seminer AM, Sockett KA, Webster NR, Cole KE, Mowery P, Pelkey ET..  (2023)  Synthesis, modeling, and biological evaluation of anti-tubulin indole-substituted furanones.,  90  [PMID:37236376] [10.1016/j.bmcl.2023.129347]

Source

Source(1):

• Scientific Literature