2-[{2'-(1-hydroxy-1-methylethyl)-7'-(3-methyl-2-butenyl)-2',3'-dihydrobenzofuran}-5'-yl]-7-hydroxy-8-(3-methyl-2-butenyl)chroman-4-one

ID: ALA3314592

Chembl Id: CHEMBL3314592

PubChem CID: 73296637

Max Phase: Preclinical

Molecular Formula: C30H36O5

Molecular Weight: 476.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCc1cc([C@@H]2CC(=O)c3ccc(O)c(CC=C(C)C)c3O2)cc2c1OC(C(C)(C)O)C2

Standard InChI:  InChI=1S/C30H36O5/c1-17(2)7-9-19-13-20(14-21-15-27(30(5,6)33)35-28(19)21)26-16-25(32)23-11-12-24(31)22(29(23)34-26)10-8-18(3)4/h7-8,11-14,26-27,31,33H,9-10,15-16H2,1-6H3/t26-,27?/m0/s1

Standard InChI Key:  GUOZFKYIHZVTRA-QBHOUYDASA-N

Alternative Forms

1. Parent:

   

   ALA3314592

   (2S)-7-hydroxy-2-[2-(2-hydroxypropan-2-yl)-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-yl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Molecule Features

Natural Product: Yes

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: 476.61

Molecular Weight (Monoisotopic): 476.2563

AlogP: 6.19

#Rotatable Bonds: 6

Polar Surface Area: 75.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.61

CX Basic pKa: ┄

CX LogP: 6.20

CX LogD: 5.99

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.49

Np Likeness Score: 2.25

References

1. Inoue M, Tanabe H, Nakashima K, Ishida Y, Kotani H..  (2014)  Rexinoids isolated from Sophora tonkinensis with a gene expression profile distinct from the synthetic rexinoid bexarotene.,  77  (7): [PMID:24959987] [10.1021/np5002016]

Source

Source(1):

• Scientific Literature