ID: ALA507303

Max Phase: Preclinical

Molecular Formula: C36H56O8

Molecular Weight: 616.84

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  CCCCCCCC(=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)CCCCCCC

Standard InChI:  InChI=1S/C36H56O8/c1-7-9-11-13-15-17-28(38)43-32-24(4)35(42)26(20-25(22-37)21-34(41)27(35)19-23(3)31(34)40)30-33(5,6)36(30,32)44-29(39)18-16-14-12-10-8-2/h19-20,24,26-27,30,32,37,41-42H,7-18,21-22H2,1-6H3/t24-,26+,27-,30-,32-,34+,35-,36-/m1/s1

Standard InChI Key:  ICJPQGPENGQAOZ-FAXDXWKVSA-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: 616.84

Molecular Weight (Monoisotopic): 616.3975

AlogP: 5.75

#Rotatable Bonds: 15

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: 5.95

CX LogD: 5.95

Aromatic Rings: 0

Heavy Atoms: 44

QED Weighted: 0.12

Np Likeness Score: 2.31

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