Englerin A cinnamate

ID: ALA5169378

Chembl Id: CHEMBL5169378

PubChem CID: 155927370

Max Phase: Preclinical

Molecular Formula: C35H40O7

Molecular Weight: 572.70

Names and Identifiers

Canonical SMILES:  CC(C)[C@@]12C[C@@H](OC(=O)COC(=O)/C=C/c3ccccc3)[C@@](C)(O1)[C@@H]1CC[C@@H](C)[C@H]1[C@@H]2OC(=O)/C=C/c1ccccc1

Standard InChI:  InChI=1S/C35H40O7/c1-23(2)35-21-28(40-31(38)22-39-29(36)19-16-25-11-7-5-8-12-25)34(4,42-35)27-18-15-24(3)32(27)33(35)41-30(37)20-17-26-13-9-6-10-14-26/h5-14,16-17,19-20,23-24,27-28,32-33H,15,18,21-22H2,1-4H3/b19-16+,20-17+/t24-,27-,28-,32-,33+,34+,35-/m1/s1

Standard InChI Key:  AJEXAVNQQVWZOW-FMAYXNHXSA-N

Alternative Forms

1. Parent:

   

   ALA5169378

   ---

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: 572.70

Molecular Weight (Monoisotopic): 572.2774

AlogP: 6.03

#Rotatable Bonds: 9

Polar Surface Area: 88.13

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.42

CX LogD: 7.42

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.21

Np Likeness Score: 1.67

References

1. Seenadera SPD, Long SA, Akee R, Bermudez G, Parsonage G, Strope J, Peer C, Figg WD, Parker KA, Beech DJ, Beutler JA..  (2022)  Biological Effects of Modifications of the Englerin A Glycolate.,  13  (9.0): [PMID:36105325] [10.1021/acsmedchemlett.2c00258]

Source

Source(1):

• Scientific Literature