ID: ALA451849

Max Phase: Preclinical

Molecular Formula: C48H80O8

Molecular Weight: 785.16

Molecule Type: Small molecule

Representations

Synonyms (1): 4Alpha-Phorbol 12,13-Dimyristate
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@@H](C=C(CO)C[C@@]3(O)C(=O)C(C)=C[C@@H]23)[C@@H]2C(C)(C)[C@]12OC(=O)CCCCCCCCCCCCC

Standard InChI:  InChI=1S/C48H80O8/c1-7-9-11-13-15-17-19-21-23-25-27-29-40(50)55-44-36(4)47(54)38(32-37(34-49)33-46(53)39(47)31-35(3)43(46)52)42-45(5,6)48(42,44)56-41(51)30-28-26-24-22-20-18-16-14-12-10-8-2/h31-32,36,38-39,42,44,49,53-54H,7-30,33-34H2,1-6H3/t36-,38+,39-,42-,44-,46+,47-,48-/m1/s1

Standard InChI Key:  BIJXAQUZVQLIKU-TWQTVTOMSA-N

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

Properties

Molecular Weight: 785.16

Molecular Weight (Monoisotopic): 784.5853

AlogP: 10.43

#Rotatable Bonds: 27

Polar Surface Area: 130.36

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.57

CX Basic pKa:

CX LogP: 11.28

CX LogD: 11.28

Aromatic Rings: 0

Heavy Atoms: 56

QED Weighted: 0.04

Np Likeness Score: 1.82

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