(E)-(2-(Hydroxymethyl)-4-((1-methyl-1H-indol-5-yl)methylene)-5-oxotetrahydrofuran-2-yl)methyl 2-propylpentanoate

ID: ALA3289012

Chembl Id: CHEMBL3289012

PubChem CID: 90644017

Max Phase: Preclinical

Molecular Formula: C24H31NO5

Molecular Weight: 413.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(CCC)C(=O)OCC1(CO)C/C(=C\c2ccc3c(ccn3C)c2)C(=O)O1

Standard InChI:  InChI=1S/C24H31NO5/c1-4-6-18(7-5-2)22(27)29-16-24(15-26)14-20(23(28)30-24)13-17-8-9-21-19(12-17)10-11-25(21)3/h8-13,18,26H,4-7,14-16H2,1-3H3/b20-13+

Standard InChI Key:  YHESSERBDSKRDZ-DEDYPNTBSA-N

Alternative Forms

1. Parent:

   

   ALA3289012

   [(4E)-2-(hydroxymethyl)-4-[(1-methylindol-5-yl)methylidene]-5-oxooxolan-2-yl]methyl 2-propylpentanoate

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: 413.51

Molecular Weight (Monoisotopic): 413.2202

AlogP: 4.00

#Rotatable Bonds: 9

Polar Surface Area: 77.76

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.50

Np Likeness Score: 0.48

References

1. Garcia LC, Donadío LG, Mann E, Kolusheva S, Kedei N, Lewin NE, Hill CS, Kelsey JS, Yang J, Esch TE, Santos M, Peach ML, Kelley JA, Blumberg PM, Jelinek R, Marquez VE, Comin MJ..  (2014)  Synthesis, biological, and biophysical studies of DAG-indololactones designed as selective activators of RasGRP.,  22  (12): [PMID:24794745] [10.1016/j.bmc.2014.04.024]

Source

Source(1):

• Scientific Literature