(6R,11aS,Z)-7,8,10-trimethoxy-9-methyl-6-phenyl-3-(2,4,5-trimethoxy-3-methylbenzylidene)-2,3,11,11a-tetrahydro-1H-pyrazino[1,2-b]isoquinoline-1,4(6H)-dione

ID: ALA4535906

Chembl Id: CHEMBL4535906

PubChem CID: 132942893

Max Phase: Preclinical

Molecular Formula: C33H36N2O8

Molecular Weight: 588.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2\NC(=O)[C@@H]3Cc4c(OC)c(C)c(OC)c(OC)c4[C@@H](c4ccccc4)N3C2=O)c(OC)c(C)c1OC

Standard InChI:  InChI=1S/C33H36N2O8/c1-17-27(39-4)20(15-24(38-3)29(17)41-6)14-22-33(37)35-23(32(36)34-22)16-21-25(26(35)19-12-10-9-11-13-19)31(43-8)30(42-7)18(2)28(21)40-5/h9-15,23,26H,16H2,1-8H3,(H,34,36)/b22-14-/t23-,26+/m0/s1

Standard InChI Key:  MZWBWDUMRFZTHQ-DLCHDIDMSA-N

Alternative Forms

1. Parent:

   

   ALA4535906

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 588.66

Molecular Weight (Monoisotopic): 588.2472

AlogP: 4.37

#Rotatable Bonds: 8

Polar Surface Area: 104.79

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.76

CX Basic pKa: ┄

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.39

Np Likeness Score: 0.40

References

1. De Petrocellis L, Arroyo FJ, Orlando P, Schiano Moriello A, Vitale RM, Amodeo P, Sánchez A, Roncero C, Bianchini G, Martín MA, López-Alvarado P, Menéndez JC..  (2016)  Tetrahydroisoquinoline-Derived Urea and 2,5-Diketopiperazine Derivatives as Selective Antagonists of the Transient Receptor Potential Melastatin 8 (TRPM8) Channel Receptor and Antiprostate Cancer Agents.,  59  (12): [PMID:27232526] [10.1021/acs.jmedchem.5b01448]

Source

Source(1):

• Scientific Literature