(3S,5Z,8S,9S,11E)-8,9,16-trihydroxy-14-methoxy-3,6-dimethyl-3,4,9,10-tetrahydro-1H-benzo[c][1]oxacyclotetradecine-1,7(8H)-dione

ID: ALA4078847

Chembl Id: CHEMBL4078847

PubChem CID: 137650568

Max Phase: Preclinical

Molecular Formula: C20H24O7

Molecular Weight: 376.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(O)c2c(c1)/C=C/C[C@H](O)[C@H](O)C(=O)/C(C)=C\C[C@H](C)OC2=O

Standard InChI:  InChI=1S/C20H24O7/c1-11-7-8-12(2)27-20(25)17-13(9-14(26-3)10-16(17)22)5-4-6-15(21)19(24)18(11)23/h4-5,7,9-10,12,15,19,21-22,24H,6,8H2,1-3H3/b5-4+,11-7-/t12-,15-,19-/m0/s1

Standard InChI Key:  YLJUEDFMXNYCLO-AZQYYXOWSA-N

Alternative Forms

1. Parent:

   

   ALA4078847

   ---

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: 376.41

Molecular Weight (Monoisotopic): 376.1522

AlogP: 1.99

#Rotatable Bonds: 1

Polar Surface Area: 113.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.59

CX Basic pKa: ┄

CX LogP: 2.97

CX LogD: 2.96

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.64

Np Likeness Score: 1.90

References

1. Jackson PA, Widen JC, Harki DA, Brummond KM..  (2017)  Covalent Modifiers: A Chemical Perspective on the Reactivity of α,β-Unsaturated Carbonyls with Thiols via Hetero-Michael Addition Reactions.,  60  (3): [PMID:27996267] [10.1021/acs.jmedchem.6b00788]

Source

Source(1):

• Scientific Literature