(1S,3S,9R,11R)-7-[4-(5-Bromo-pentyloxy)-3-hydroxy-benzoyl]-4,4,10,10-tetramethyl-3,9,11-tris-(3-methyl-but-2-enyl)-5-oxa-tricyclo[7.3.1.0*1,6*]tridec-6-ene-8,13-dione

ID: ALA4530752

PubChem CID: 155546127

Max Phase: Preclinical

Molecular Formula: C43H59BrO6

Molecular Weight: 751.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=CC[C@H]1C[C@@]23C[C@@H](CC=C(C)C)C(C)(C)[C@@](CC=C(C)C)(C(=O)C(C(=O)c4ccc(OCCCCCBr)c(O)c4)=C2OC1(C)C)C3=O

Standard InChI:  InChI=1S/C43H59BrO6/c1-27(2)14-17-31-25-42-26-32(18-15-28(3)4)41(9,10)50-38(42)35(37(47)43(39(42)48,40(31,7)8)21-20-29(5)6)36(46)30-16-19-34(33(45)24-30)49-23-13-11-12-22-44/h14-16,19-20,24,31-32,45H,11-13,17-18,21-23,25-26H2,1-10H3/t31-,32+,42+,43+/m1/s1

Standard InChI Key:  ODKAEGAIPQUTFG-CNDIJILOSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4530752

   ---

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: 751.84

Molecular Weight (Monoisotopic): 750.3495

AlogP: 10.83

#Rotatable Bonds: 14

Polar Surface Area: 89.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.29

CX Basic pKa: ┄

CX LogP: 10.74

CX LogD: 10.74

Aromatic Rings: 1

Heavy Atoms: 50

QED Weighted: 0.05

Np Likeness Score: 1.86

References

1. Lin X, Tian D, Fu Y, Li Y, Huang L, Gu W, Song J, Li Y, Ben-David Y, Wen M, Yuan C, Hao X..  (2019)  Synthesis of novel guttiferone E and xanthochymol derivatives with cytotoxicities by inducing cell apoptosis and arresting the cell cycle phase.,  162  [PMID:30500683] [10.1016/j.ejmech.2018.11.046]

Source

Source(1):

• Scientific Literature