rac-(E)-{2-(Hydroxymethyl)-4-[(4-methoxyphenyl)methylene]-5-oxo-2-2,3-dihydrofuryl}methyl 2,4,6-tris(methylethyl)benzoate

ID: ALA471137

Chembl Id: CHEMBL471137

PubChem CID: 25053189

Max Phase: Preclinical

Molecular Formula: C30H38O6

Molecular Weight: 494.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C2\CC(CO)(COC(=O)c3c(C(C)C)cc(C(C)C)cc3C(C)C)OC2=O)cc1

Standard InChI:  InChI=1S/C30H38O6/c1-18(2)22-13-25(19(3)4)27(26(14-22)20(5)6)29(33)35-17-30(16-31)15-23(28(32)36-30)12-21-8-10-24(34-7)11-9-21/h8-14,18-20,31H,15-17H2,1-7H3/b23-12+

Standard InChI Key:  GYKDPGRXKGXJRX-FSJBWODESA-N

Alternative Forms

1. Parent:

   

   ALA471137

   rac-(E)-{2-(Hydroxymethyl)-4-[(4-methoxyphenyl)methylene]-5-oxo-2-2,3-dihydrofuryl}methyl 2,4,6-tris(methylethyl)benzoate

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: 494.63

Molecular Weight (Monoisotopic): 494.2668

AlogP: 5.98

#Rotatable Bonds: 9

Polar Surface Area: 82.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.11

CX LogD: 7.11

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.34

Np Likeness Score: 0.53

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