4-(((4R,5S)-2,5-Dimethyl-4-((E)-2-((3-methylbut-2-enoyl)oxy)vinyl)-5-(4-methylpent-3-en-1-yl)-5,6-dihydro-4H-cyclohepta[b]furan-8-yl)methoxy)-4-oxobutanoic acid

ID: ALA5285655

Chembl Id: CHEMBL5285655

Max Phase: Preclinical

Molecular Formula: C29H38O7

Molecular Weight: 498.62

Names and Identifiers

Canonical SMILES:  CC(C)=CCC[C@@]1(C)CC=C(COC(=O)CCC(=O)O)c2oc(C)cc2[C@@H]1/C=C/OC(=O)C=C(C)C

Standard InChI:  InChI=1S/C29H38O7/c1-19(2)8-7-13-29(6)14-11-22(18-35-26(32)10-9-25(30)31)28-23(17-21(5)36-28)24(29)12-15-34-27(33)16-20(3)4/h8,11-12,15-17,24H,7,9-10,13-14,18H2,1-6H3,(H,30,31)/b15-12+/t24-,29-/m0/s1

Standard InChI Key:  RFOZWSQGWRHUBD-WCJYFFLOSA-N

Alternative Forms

1. Parent:

   

   ALA5285655

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 498.62

Molecular Weight (Monoisotopic): 498.2618

AlogP: 6.64

#Rotatable Bonds: 11

Polar Surface Area: 103.04

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.12

CX Basic pKa: ┄

CX LogP: 5.75

CX LogD: 2.67

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.16

Np Likeness Score: 1.95

References

1. Li M, She X, Ou Y, Liu J, Yuan Z, Zhao QS..  (2022)  Design, synthesis and biological evaluation of a new class of Hsp90 inhibitors vibsanin C derivatives.,  244  [PMID:36274275] [10.1016/j.ejmech.2022.114844]

Source

Source(1):

• Scientific Literature