5-hydroxy-1,2-dimethyl-4-[2-methyl-18-beta-D-mannopyranosyloctadecanoyl]-1Hpyrrol-3(2H)-one

ID: ALA251451

Chembl Id: CHEMBL251451

PubChem CID: 54719804

Max Phase: Preclinical

Molecular Formula: C31H55NO9

Molecular Weight: 585.78

Molecule Type: Small molecule

Names and Identifiers

Synonyms: epicoccamide D | epicoccamide D|CHEMBL251451

Canonical SMILES:  CC(CCCCCCCCCCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)C(=O)C1=C(O)N(C)C(C)C1=O

Standard InChI:  InChI=1S/C31H55NO9/c1-21(25(34)24-26(35)22(2)32(3)30(24)39)18-16-14-12-10-8-6-4-5-7-9-11-13-15-17-19-40-31-29(38)28(37)27(36)23(20-33)41-31/h21-23,27-29,31,33,36-39H,4-20H2,1-3H3/t21?,22?,23-,27-,28+,29+,31-/m1/s1

Standard InChI Key:  SESJSJKBVQSHHU-TWGBMDCUSA-N

Alternative Forms

1. Parent:

   

   ALA251451

   EPICOCCAMIDE D

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: 585.78

Molecular Weight (Monoisotopic): 585.3877

AlogP: 3.53

#Rotatable Bonds: 21

Polar Surface Area: 156.99

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.43

CX Basic pKa: ┄

CX LogP: 5.62

CX LogD: 2.22

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.10

Np Likeness Score: 1.48

References

1. Wangun HV, Dahse HM, Hertweck C..  (2007)  Epicoccamides B-D, glycosylated tetramic acid derivatives from an Epicoccum sp. associated with the tree fungus Pholiota squarrosa.,  70  (11): [PMID:17966985] [10.1021/np070245q]

Source

Source(1):

• Scientific Literature