chempirical

Psilocybin

C12H17N2O4PCAS 520-52-5284.25 g/mol

Open in Covalent MOL file
NNHOPOHHOO
PhosphateTertiary amine

Properties

Molecular formula
C12H17N2O4P
Molar mass
284.25 g/mol
Exact mass
284.0926 Da
logP
1.74Crippen estimate
Polar surface area
85.8 Ų
H-bond donors / acceptors
3 / 3
Rotatable bonds
5

Psilocybin — prodrug of psilocin, active in psilocybe mushrooms and the leading psychedelic candidate for FDA approval. Compass Pathways hit its primary endpoint in two Phase-3 trials of synthetic COMP360 for treatment-resistant depression: COMP005 (June 2025, single 25 mg dose, MADRS -3.6 vs placebo, p<0.001) and COMP006 (February 2026, two 25 mg doses, -3.8 vs 1 mg active comparator at Week 6, 39% achieving meaningful response). In April 2026 the FDA granted COMP360 a rolling NDA review and a Commissioner's National Priority Voucher — a 1-2 month review-clock pathway that could deliver the first FDA-approved psychedelic by 2027.

Hazards

No GHS classification is on file for this compound. That is not evidence that it is harmless. Search the SDS library

Identifiers

CAS number
520-52-5
SMILES
CN(C)CCc1c[nH]c2cccc(OP(O)(O)=O)c12
InChIKey
QVDSEJDULKLHCG-UHFFFAOYSA-O
InChI
InChI=1S/C12H17N2O4P/c1-14(2)7-6-9-8-13-10-4-3-5-11(12(9)10)18-19(15,16)17/h3-5,8,13H,6-7H2,1-2H3,(H2,15,16,17)/p+1

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Names and synonyms

1 names
  • [3-(2-Dimethylaminoethyl)-1H-indol-4-yl] dihydrogen phosphate

Work with Psilocybin

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Similar compounds

N,N-Diisopropyl-4-hydroxytryptamine132328-45-140 % similar 5-Methoxy-N,N-dimethyltryptamine1019-45-040 % similar 5-Bromo-4-chloro-3-indolyl phosphate p-toluidine salt6578-06-937 % similar 1-Naphthyl phosphate1136-89-637 % similar Sumatriptan103628-46-237 % similar 4-Chlorotryptophol41340-30-135 % similar Gramine87-52-535 % similar Almotriptan154323-57-634 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Elsewhere

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