Phantasmidine

ID: ALA1086654

Chembl Id: CHEMBL1086654

PubChem CID: 45379093

Max Phase: Preclinical

Molecular Formula: C11H11ClN2O

Molecular Weight: 222.67

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Phantasmidine | Phantasmidine|CHEMBL1086654|SCHEMBL12335760|DTXSID201045588|BDBM50465457|Q15425276

Canonical SMILES:  Clc1ccc2c(n1)O[C@@]13CC[C@@H]1NC[C@@H]23

Standard InChI:  InChI=1S/C11H11ClN2O/c12-9-2-1-6-7-5-13-8-3-4-11(7,8)15-10(6)14-9/h1-2,7-8,13H,3-5H2/t7-,8-,11+/m0/s1

Standard InChI Key:  CRXFCGUGNWJSEY-DKCNOQQISA-N

Alternative Forms

1. Parent:

   

   ALA1086654

   PHANTASMIDINE

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: 222.67

Molecular Weight (Monoisotopic): 222.0560

AlogP: 1.72

#Rotatable Bonds: ┄

Polar Surface Area: 34.15

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.91

CX LogP: 1.63

CX LogD: -0.81

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.68

Np Likeness Score: 1.95

References

1. Fitch RW, Spande TF, Garraffo HM, Yeh HJ, Daly JW..  (2010)  Phantasmidine: an epibatidine congener from the ecuadorian poison frog Epipedobates anthonyi.,  73  (3): [PMID:20337496] [10.1021/np900727e]

2. Fitch RW, Snider BB, Zhou Q, Foxman BM, Pandya AA, Yakel JL, Olson TT, Al-Muhtasib N, Xiao Y, Welch KD, Panter KE..  (2018)  Absolute Configuration and Pharmacology of the Poison Frog Alkaloid Phantasmidine.,  81  (4): [PMID:29671588] [10.1021/acs.jnatprod.8b00062]

Source

Source(1):

• Scientific Literature