Methyllycaconitine

ID: ALA510275

Chembl Id: CHEMBL510275

PubChem CID: 44575473

Max Phase: Preclinical

Molecular Formula: C37H50N2O10

Molecular Weight: 682.81

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Methyllycaconitine | Methyllycanonitine | Methyllycaconitine|Methyllycanonitine|CHEMBL510275|NCGC00485258-01

Synonyms from Alternative Forms(1): [3H]-MLA

Canonical SMILES:  CCN1C[C@]2(COC(=O)c3ccccc3N3C(=O)C[C@H](C)C3=O)CC[C@H](OC)[C@@]34[C@@H]5C[C@H]6[C@H](OC)[C@@H]5[C@](O)(C[C@@H]6OC)[C@](O)([C@@H](OC)[C@H]23)[C@@H]14

Standard InChI:  InChI=1S/C37H50N2O10/c1-7-38-17-34(18-49-32(42)20-10-8-9-11-23(20)39-26(40)14-19(2)31(39)41)13-12-25(46-4)36-22-15-21-24(45-3)16-35(43,27(22)28(21)47-5)37(44,33(36)38)30(48-6)29(34)36/h8-11,19,21-22,24-25,27-30,33,43-44H,7,12-18H2,1-6H3/t19-,21+,22+,24-,25-,27+,28-,29+,30-,33-,34-,35+,36-,37-/m0/s1

Standard InChI Key:  XLTANAWLDBYGFU-BVFBBISOSA-N

Alternative Forms

1. Parent:

   

   ALA510275

   METHYLLYCACONITINE

2. Alternative Forms:

   

   ALA510275

   METHYLLYCACONITINE[3H] MLA

Molecule Features

Natural Product: Yes

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

Calculated Properties

Molecular Weight: 682.81

Molecular Weight (Monoisotopic): 682.3465

AlogP: 2.04

#Rotatable Bonds: 9

Polar Surface Area: 144.30

Molecular Species: BASE

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.20

CX Basic pKa: 9.66

CX LogP: 0.52

CX LogD: -1.73

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.29

Np Likeness Score: 2.64

References

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3. Navarro HA, Zhong D, Abraham P, Xu H, Carroll FI..  (2000)  Synthesis and pharmacological characterization of [(125)I]iodomethyllycaconitine ([(125)I]iodo-MLA). A new ligand for the alpha(7) nicotinic acetylcholine receptor.,  43  (2): [PMID:10649969] [10.1021/jm990544f]

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Source

Source(1):

• Scientific Literature