ID: ALA130626

Max Phase: Preclinical

Molecular Formula: C38H60O8

Molecular Weight: 644.89

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  CCCCCCCCC(=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)CCCCCCCC

Standard InChI:  InChI=1S/C38H60O8/c1-7-9-11-13-15-17-19-30(40)45-34-26(4)37(44)28(22-27(24-39)23-36(43)29(37)21-25(3)33(36)42)32-35(5,6)38(32,34)46-31(41)20-18-16-14-12-10-8-2/h21-22,26,28-29,32,34,39,43-44H,7-20,23-24H2,1-6H3/t26-,28+,29-,32-,34-,36+,37-,38-/m1/s1

Standard InChI Key:  MCOPJFWROQYMMR-VUQSLQLNSA-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: 644.89

Molecular Weight (Monoisotopic): 644.4288

AlogP: 6.53

#Rotatable Bonds: 17

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: 6.84

CX LogD: 6.84

Aromatic Rings: 0

Heavy Atoms: 46

QED Weighted: 0.09

Np Likeness Score: 2.21

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