casearborin F

ID: ALA3586096

PubChem CID: 122180081

Max Phase: Preclinical

Molecular Formula: C33H40O10

Molecular Weight: 596.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C/C(C)=C/C[C@]1(C)[C@H](C)C[C@H](OC(C)=O)[C@@]23C(=C[C@H](OC(=O)c4ccc(O)cc4)C[C@@H]12)[C@@H](OC(C)=O)O[C@H]3OC(C)=O

Standard InChI:  InChI=1S/C33H40O10/c1-8-18(2)13-14-32(7)19(3)15-28(39-20(4)34)33-26(30(40-21(5)35)43-31(33)41-22(6)36)16-25(17-27(32)33)42-29(38)23-9-11-24(37)12-10-23/h8-13,16,19,25,27-28,30-31,37H,1,14-15,17H2,2-7H3/b18-13+/t19-,25+,27+,28+,30+,31-,32-,33-/m1/s1

Standard InChI Key:  KDFJGOJMESXSKR-MYSRHRGASA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA3586096

   ---

Molecule Features

Natural Product: No

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: 596.67

Molecular Weight (Monoisotopic): 596.2621

AlogP: 5.16

#Rotatable Bonds: 8

Polar Surface Area: 134.66

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.49

CX Basic pKa: ┄

CX LogP: 5.00

CX LogD: 4.97

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.19

Np Likeness Score: 2.94

References

1. De Ford C, Calderón C, Sehgal P, Fedosova NU, Murillo R, Olesen C, Nissen P, Møller JV, Merfort I..  (2015)  Discovery of Tricyclic Clerodane Diterpenes as Sarco/Endoplasmic Reticulum Ca(2+)-ATPase Inhibitors and Structure-Activity Relationships.,  78  (6): [PMID:25993619] [10.1021/acs.jnatprod.5b00062]

Source

Source(1):

• Scientific Literature