rac-(E)-(4-{[4-(Dimethylamino)phenyl]methylene}-2-(hydroxymethyl)-5-oxo-2-2,3-dihydrofuryl)methyl 2-ethylhexanoate

ID: ALA510555

Chembl Id: CHEMBL510555

PubChem CID: 25052977

Max Phase: Preclinical

Molecular Formula: C23H33NO5

Molecular Weight: 403.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC(CC)C(=O)OCC1(CO)C/C(=C\c2ccc(N(C)C)cc2)C(=O)O1

Standard InChI:  InChI=1S/C23H33NO5/c1-5-7-8-18(6-2)21(26)28-16-23(15-25)14-19(22(27)29-23)13-17-9-11-20(12-10-17)24(3)4/h9-13,18,25H,5-8,14-16H2,1-4H3/b19-13+

Standard InChI Key:  MLAWLJSNDKWVAB-CPNJWEJPSA-N

Alternative Forms

1. Parent:

   

   ALA510555

   rac-(E)-(4-{[4-(Dimethylamino)phenyl]methylene}-2-(hydroxymethyl)-5-oxo-2-2,3-dihydrofuryl)methyl 2-ethylhexanoate

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: 403.52

Molecular Weight (Monoisotopic): 403.2359

AlogP: 3.57

#Rotatable Bonds: 10

Polar Surface Area: 76.07

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.65

CX LogP: 4.61

CX LogD: 4.61

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: 0.54

References

1. Duan D, Sigano DM, Kelley JA, Lai CC, Lewin NE, Kedei N, Peach ML, Lee J, Abeyweera TP, Rotenberg SA, Kim H, Kim YH, El Kazzouli S, Chung JU, Young HA, Young MR, Baker A, Colburn NH, Haimovitz-Friedman A, Truman JP, Parrish DA, Deschamps JR, Perry NA, Surawski RJ, Blumberg PM, Marquez VE..  (2008)  Conformationally constrained analogues of diacylglycerol. 29. Cells sort diacylglycerol-lactone chemical zip codes to produce diverse and selective biological activities.,  51  (17): [PMID:18698758] [10.1021/jm8001907]

2. Duan D, Sigano DM, Kelley JA, Lai CC, Lewin NE, Kedei N, Peach ML, Lee J, Abeyweera TP, Rotenberg SA, Kim H, Kim YH, El Kazzouli S, Chung JU, Young HA, Young MR, Baker A, Colburn NH, Haimovitz-Friedman A, Truman JP, Parrish DA, Deschamps JR, Perry NA, Surawski RJ, Blumberg PM, Marquez VE..  (2008)  Conformationally constrained analogues of diacylglycerol. 29. Cells sort diacylglycerol-lactone chemical zip codes to produce diverse and selective biological activities.,  51  (17): [PMID:18698758] [10.1021/jm8001907]

Source

Source(1):

• Scientific Literature