(2R,4aS,6aS,12bR,14aS)-(4-(2,6-dimethoxy-4-(3-methoxy-3-oxoprop-1-enyl)phenoxy)but-2-enyl) 10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylate

ID: ALA4514297

PubChem CID: 155539206

Max Phase: Preclinical

Molecular Formula: C45H56O9

Molecular Weight: 740.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)/C=C/c1cc(OC)c(OC/C=C/COC(=O)[C@]2(C)CC[C@]3(C)CC[C@]4(C)C5=CC=C6C(=CC(=O)C(O)=C6C)[C@]5(C)CC[C@@]4(C)[C@@H]3C2)c(OC)c1

Standard InChI:  InChI=1S/C45H56O9/c1-28-30-13-14-35-43(4,31(30)26-32(46)38(28)48)19-21-45(6)36-27-42(3,17-16-41(36,2)18-20-44(35,45)5)40(49)54-23-11-10-22-53-39-33(50-7)24-29(25-34(39)51-8)12-15-37(47)52-9/h10-15,24-26,36,48H,16-23,27H2,1-9H3/b11-10+,15-12+/t36-,41-,42-,43+,44-,45+/m1/s1

Standard InChI Key:  MRFQLNHPJQKWJN-GKXYTOBMSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4514297

   ---

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: 740.93

Molecular Weight (Monoisotopic): 740.3924

AlogP: 8.99

#Rotatable Bonds: 10

Polar Surface Area: 117.59

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.75

CX Basic pKa: ┄

CX LogP: 7.87

CX LogD: 7.87

Aromatic Rings: 1

Heavy Atoms: 54

QED Weighted: 0.14

Np Likeness Score: 2.20

References

1. Xu M, Li N, Zhao Z, Shi Z, Sun J, Chen L..  (2019)  Design, synthesis and antitumor evaluation of novel celastrol derivatives.,  174  [PMID:31051401] [10.1016/j.ejmech.2019.04.050]

Source

Source(1):

• Scientific Literature