Cotylenin A

ID: ALA4206466

Chembl Id: CHEMBL4206466

PubChem CID: 71720906

Max Phase: Preclinical

Molecular Formula: C33H50O11

Molecular Weight: 622.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC[C@H]1O[C@H](O[C@@H]2C3=C(C(C)C)CC[C@]3(C)/C=C3\[C@@H](CC[C@]3(O)COC)[C@@H](C)[C@H]2O)[C@H](O)[C@H]2O[C@H]3O[C@]21O[C@@]3(C)[C@@H]1CO1

Standard InChI:  InChI=1S/C33H50O11/c1-16(2)18-8-10-30(4)12-20-19(9-11-32(20,36)15-38-7)17(3)24(34)26(23(18)30)41-28-25(35)27-33(22(40-28)13-37-6)43-29(42-27)31(5,44-33)21-14-39-21/h12,16-17,19,21-22,24-29,34-36H,8-11,13-15H2,1-7H3/b20-12+/t17-,19+,21+,22-,24-,25-,26-,27-,28-,29+,30-,31+,32+,33-/m1/s1

Standard InChI Key:  SMQRKTIIIYTOTN-XWJJHAMOSA-N

Alternative Forms

1. Parent:

   

   ALA4206466

   Cahydrodicyclopenta[a,d][8]annulene-1,5-diol

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: 622.75

Molecular Weight (Monoisotopic): 622.3353

AlogP: 2.21

#Rotatable Bonds: 8

Polar Surface Area: 137.83

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.23

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.27

Np Likeness Score: 2.24

References

1. Inoue T, Higuchi Y, Yoneyama T, Lin B, Nunomura K, Honma Y, Kato N..  (2018)  Semisynthesis and biological evaluation of a cotylenin A mimic derived from fusicoccin A.,  28  (4): [PMID:29398541] [10.1016/j.bmcl.2018.01.030]

Source

Source(1):

• Scientific Literature