3-hydroxy-9-methoxy-10-(3-methylbut-2-enyl)coumestan

ID: ALA1098278

Chembl Id: CHEMBL1098278

PubChem CID: 46210318

Max Phase: Preclinical

Molecular Formula: C21H18O5

Molecular Weight: 350.37

Molecule Type: Small molecule

Names and Identifiers

Synonyms: erythribyssin N | ERYTHRIBYSSIN N|CHEMBL1098278

Canonical SMILES:  COc1ccc2c(oc3c4ccc(O)cc4oc(=O)c23)c1CC=C(C)C

Standard InChI:  InChI=1S/C21H18O5/c1-11(2)4-6-13-16(24-3)9-8-15-18-20(26-19(13)15)14-7-5-12(22)10-17(14)25-21(18)23/h4-5,7-10,22H,6H2,1-3H3

Standard InChI Key:  IPNXSQTYICCBKP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1098278

   ERYTHRIBYSSIN N

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: 350.37

Molecular Weight (Monoisotopic): 350.1154

AlogP: 4.92

#Rotatable Bonds: 3

Polar Surface Area: 72.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.11

CX Basic pKa: ┄

CX LogP: 4.27

CX LogD: 3.81

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: 1.68

References

1. Nguyen PH, Nguyen TN, Dao TT, Kang HW, Ndinteh DT, Mbafor JT, Oh WK..  (2010)  AMP-activated protein kinase (AMPK) activation by benzofurans and coumestans isolated from Erythrina abyssinica.,  73  (4): [PMID:20337486] [10.1021/np900745g]

Source

Source(1):

• Scientific Literature