Vertisporin

ID: ALA4451053

Chembl Id: CHEMBL4451053

PubChem CID: 155522407

Max Phase: Preclinical

Molecular Formula: C29H36O10

Molecular Weight: 544.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C[C@H]2O[C@@H]3C[C@H]4OC(=O)/C=C\CC[C@@]56OCC/C(=C\C(=O)OC[C@@]2(CC1)[C@]4(C)[C@]31CO1)[C@H]5O[C@@H](O)[C@@H]6O

Standard InChI:  InChI=1S/C29H36O10/c1-16-6-9-27-14-34-22(31)12-17-7-10-35-28(23(32)25(33)39-24(17)28)8-4-3-5-21(30)38-18-13-20(37-19(27)11-16)29(15-36-29)26(18,27)2/h3,5,11-12,18-20,23-25,32-33H,4,6-10,13-15H2,1-2H3/b5-3-,17-12+/t18-,19-,20-,23+,24-,25-,26-,27-,28+,29+/m1/s1

Standard InChI Key:  LWUKARFJDWIVFQ-ZOGXTFPJSA-N

Alternative Forms

1. Parent:

   

   ALA4451053

   ---

Molecule Features

Natural Product: Yes

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: 544.60

Molecular Weight (Monoisotopic): 544.2308

AlogP: 1.63

#Rotatable Bonds: ┄

Polar Surface Area: 133.28

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.28

CX Basic pKa: ┄

CX LogP: 1.75

CX LogD: 1.75

Aromatic Rings: ┄

Heavy Atoms: 39

QED Weighted: 0.26

Np Likeness Score: 3.20

References

1. Shen L, Ai CZ, Song YC, Wang FW, Jiao RH, Zhang AH, Man HZ, Tan RX..  (2019)  Cytotoxic Trichothecene Macrolides Produced by the Endophytic Myrothecium roridum.,  82  (6): [PMID:31117520] [10.1021/acs.jnatprod.8b01034]

Source

Source(1):

• Scientific Literature