(+)-Cytosporolide C

ID: ALA4555073

Chembl Id: CHEMBL4555073

PubChem CID: 56590723

Max Phase: Preclinical

Molecular Formula: C35H50O10

Molecular Weight: 630.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCC[C@@H]1Cc2cc(O)c(C(=O)O)c3c2[C@H](O1)[C@H]1[C@@H](OC)/C=C(/COC(C)=O)[C@H]2CC(C)(C)[C@]2(O)[C@@H](O)C[C@]1(C)O3

Standard InChI:  InChI=1S/C35H50O10/c1-7-8-9-10-11-12-22-13-20-14-24(37)28(32(39)40)30-27(20)31(44-22)29-25(42-6)15-21(18-43-19(2)36)23-16-33(3,4)35(23,41)26(38)17-34(29,5)45-30/h14-15,22-23,25-26,29,31,37-38,41H,7-13,16-18H2,1-6H3,(H,39,40)/b21-15-/t22-,23-,25+,26+,29-,31+,34+,35-/m1/s1

Standard InChI Key:  PMRKGDIFOSKLJZ-WEPCFRHYSA-N

Alternative Forms

1. Parent:

   

   ALA4555073

   (1R,2R,3S,4E,6R,9S,10S,12S,20R)-5-(acetyloxymethyl)-20-heptyl-9,10,16-trihydroxy-3-methoxy-8,8,12-trimethyl-13,21-dioxapentacyclo[12.7.1.02,12.06,9.018,22]docosa-4,14(22),15,17-tetraene-15-carboxylic acid

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: 630.78

Molecular Weight (Monoisotopic): 630.3404

AlogP: 5.25

#Rotatable Bonds: 10

Polar Surface Area: 151.98

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.50

CX Basic pKa: ┄

CX LogP: 5.04

CX LogD: 1.53

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.15

Np Likeness Score: 2.22

References

1. Otake K, Yamada K, Miura K, Sasazawa Y, Miyazaki S, Niwa Y, Ogura A, Takao KI, Simizu S..  (2019)  Identification of topoisomerases as molecular targets of cytosporolide C and its analog.,  27  (15): [PMID:31204230] [10.1016/j.bmc.2019.06.014]

Source

Source(1):

• Scientific Literature