Heimiomycin B

ID: ALA4741977

Chembl Id: CHEMBL4741977

PubChem CID: 156580805

Max Phase: Preclinical

Molecular Formula: C28H28O8

Molecular Weight: 492.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@H]1CC[C@H](C)c2c(O)c(O)c(C=O)c(-c3c(O)cc(/C=C/c4ccc(O)c(O)c4)oc3=O)c21

Standard InChI:  InChI=1S/C28H28O8/c1-13(2)17-8-4-14(3)22-23(17)24(18(12-29)26(33)27(22)34)25-21(32)11-16(36-28(25)35)7-5-15-6-9-19(30)20(31)10-15/h5-7,9-14,17,30-34H,4,8H2,1-3H3/b7-5+/t14-,17+/m0/s1

Standard InChI Key:  MYZAKHBZTJWBBA-KQTBYGHGSA-N

Alternative Forms

1. Parent:

   

   ALA4741977

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 492.52

Molecular Weight (Monoisotopic): 492.1784

AlogP: 5.45

#Rotatable Bonds: 5

Polar Surface Area: 148.43

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.35

CX Basic pKa:

CX LogP: 6.10

CX LogD: 5.76

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.23

Np Likeness Score: 1.44

References

1. Cheng T,Chepkirui C,Decock C,Matasyoh JC,Stadler M.  (2020)  Heimiomycins A-C and Calamenens from the African Basidiomycete Heimiomyces sp.,  83  (8.0): [PMID:32786884] [10.1021/acs.jnatprod.0c00486]

2. Pfütze S, Khamsim A, Surup F, Decock C, Matasyoh JC, Stadler M..  (2023)  Calamene-Type Sesqui-, Mero-, and Bis-sesquiterpenoids from Cultures of Heimiomyces sp., a Basidiomycete Collected in Africa.,  86  (2.0): [PMID:36779910] [10.1021/acs.jnatprod.2c01015]

Source

Source(1):

• Scientific Literature