2-(5-{[4-(Benzo[1,3]dioxol-5-yl)-2-hydroxy-2-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-3-yl]methyl}-2,3-dimethoxyphenoxy)ethyl 4-methylbenzenesulfonate

ID: ALA593928

PubChem CID: 46228117

Max Phase: Preclinical

Molecular Formula: C36H34O12S

Molecular Weight: 690.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2(O)OC(=O)C(c3ccc4c(c3)OCO4)=C2Cc2cc(OC)c(OC)c(OCCOc3ccc(S(C)(=O)=O)cc3)c2)cc1

Standard InChI:  InChI=1S/C36H34O12S/c1-41-25-8-6-24(7-9-25)36(38)28(33(35(37)48-36)23-5-14-29-30(20-23)47-21-46-29)17-22-18-31(42-2)34(43-3)32(19-22)45-16-15-44-26-10-12-27(13-11-26)49(4,39)40/h5-14,18-20,38H,15-17,21H2,1-4H3

Standard InChI Key:  PAWQUQKYUGKVJI-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA593928

   2-(5-{[4-(Benzo[1,3]dioxol-5-yl)-2-hydroxy-2-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-3-yl]methyl}-2,3-dimethoxyphenoxy)ethyl 4-methylbenzenesulfonate

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: 690.72

Molecular Weight (Monoisotopic): 690.1771

AlogP: 4.70

#Rotatable Bonds: 13

Polar Surface Area: 145.28

Molecular Species: NEUTRAL

HBA: 12

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.56

CX Basic pKa: ┄

CX LogP: 5.10

CX LogD: 5.10

Aromatic Rings: 4

Heavy Atoms: 49

QED Weighted: 0.15

Np Likeness Score: 0.01

References

1. Höltke C, Law MP, Wagner S, Kopka K, Faust A, Breyholz HJ, Schober O, Bremer C, Riemann B, Schäfers M..  (2009)  PET-compatible endothelin receptor radioligands: synthesis and first in vitro and in vivo studies.,  17  (20): [PMID:19766010] [10.1016/j.bmc.2009.08.058]

Source

Source(1):

• Scientific Literature