ID: ALA595262

Max Phase: Preclinical

Molecular Formula: C36H37IO10

Molecular Weight: 756.59

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C(C)[C@]12C[C@@H](C)[C@@]34O[C@](Cc5ccccc5)(O[C@@H]1[C@@H]3C=C(COC(=O)Oc1cc(I)c(O)c(OC)c1)C[C@]1(O)C(=O)C(C)=C[C@@H]41)O2

Standard InChI:  InChI=1S/C36H37IO10/c1-19(2)34-15-21(4)36-25(31(34)45-35(46-34,47-36)17-22-9-7-6-8-10-22)12-23(16-33(41)28(36)11-20(3)30(33)39)18-43-32(40)44-24-13-26(37)29(38)27(14-24)42-5/h6-14,21,25,28,31,38,41H,1,15-18H2,2-5H3/t21-,25+,28-,31-,33-,34-,35-,36-/m1/s1

Standard InChI Key:  WCPKEBYJPDOASM-GGBXHWPASA-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: 756.59

Molecular Weight (Monoisotopic): 756.1431

AlogP: 5.78

#Rotatable Bonds: 7

Polar Surface Area: 129.98

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.69

CX Basic pKa:

CX LogP: 6.96

CX LogD: 6.94

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.16

Np Likeness Score: 2.32

References

1. Appendino G, Ech-Chahad A, Minassi A, De Petrocellis L, Di Marzo V..  (2010)  Structure-activity relationships of the ultrapotent vanilloid resiniferatoxin (RTX): The side chain benzylic methylene.,  20  (1): [PMID:19951840] [10.1016/j.bmcl.2009.11.035]

2. Lim KS, Lee H, Kim SE, Ha TH, Ann J, Son K, Choi S, Sun W, Pearce LV, DeAndrea-Lazarus IA, Blumberg PM, Lee J..  (2013)  The carbonate analogues of 5'-halogenated resiniferatoxin as TRPV1 ligands.,  68  [PMID:23981530] [10.1016/j.ejmech.2013.07.042]

Source

Source(1):

• Scientific Literature