4-Deoxy-4alpha-Phorbol 12,13-didecanoate

ID: ALA504854

PubChem CID: 42637026

Max Phase: Preclinical

Molecular Formula: C40H64O7

Molecular Weight: 656.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@]2(O)[C@@H]3C=C(C)C(=O)[C@@H]3CC(CO)=C[C@H]2[C@@H]2C(C)(C)[C@]12OC(=O)CCCCCCCCC

Standard InChI:  InChI=1S/C40H64O7/c1-7-9-11-13-15-17-19-21-33(42)46-37-28(4)39(45)31-23-27(3)35(44)30(31)24-29(26-41)25-32(39)36-38(5,6)40(36,37)47-34(43)22-20-18-16-14-12-10-8-2/h23,25,28,30-32,36-37,41,45H,7-22,24,26H2,1-6H3/t28-,30-,31-,32+,36-,37-,39+,40-/m1/s1

Standard InChI Key:  UPYTZZZLHBKNFL-VSYGCSOMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA504854

   4-Deoxy-4alpha-Phorbol 12,13-didecanoate

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: 656.94

Molecular Weight (Monoisotopic): 656.4652

AlogP: 8.20

#Rotatable Bonds: 19

Polar Surface Area: 110.13

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.92

CX Basic pKa: ┄

CX LogP: 8.59

CX LogD: 8.59

Aromatic Rings: ┄

Heavy Atoms: 47

QED Weighted: 0.08

Np Likeness Score: 2.12

References

1. Klausen TK, Pagani A, Minassi A, Ech-Chahad A, Prenen J, Owsianik G, Hoffmann EK, Pedersen SF, Appendino G, Nilius B..  (2009)  Modulation of the transient receptor potential vanilloid channel TRPV4 by 4alpha-phorbol esters: a structure-activity study.,  52  (9): [PMID:19361196] [10.1021/jm9001007]

Source

Source(1):

• Scientific Literature