Predict Chemical Reaction
Outcomes Before You React

Chemdem uses AI to predict reaction success and yield before you even start — powered by real squarate-amide data and IBM RXN.

Launch App See How It Works
Reaction Input Prediction
+
Product Status : ✓ SUCCESS
Estimated Yield :
78%
Confidence : High · Para-substituted aryl ring detected · Pd/B coupling favored
42
Real Reactions in Dataset
2
Hard Fails Detected
<2s
Prediction Time
5
Side Products Analysed
Free
No Account Required
How it works

Three steps to a prediction

No chemistry PhD required. Enter your amine, get a prediction in seconds.

1

Enter your amine

Type any amine by name (e.g. "4-fluoroaniline"), CAS number, or SMILES string. Chemdem resolves it via PubChem and OPSIN automatically — no manual structure drawing needed.

2

AI analyses the chemistry

Chemdem uses Morgan fingerprint similarity matching and a k-NN model trained on 42 real reactions from the Wren Group (SynOpen 2023). It checks for hard fails, steric effects, nucleophilicity, and catalyst requirements.

3

Get your results

Receive a predicted yield (%), confidence score, 2D product structure, likely side products with risk factors, and references to the closest real reactions in the dataset — all in under 2 seconds.

Features

Everything a chemist needs

Designed for researchers, students, and lab practitioners.

🔬

Real reaction dataset

Trained on 42 experimentally confirmed squaric acid monoamide reactions from published Wren Group papers. Includes 2 confirmed hard-fail reactions for reliable negative predictions.

⚠️

Side product prediction

Predicts likely side products for every reaction: bis-squaramide double substitution, squaric acid hydrolysis, unreacted DES, and N-oxide formation — each with risk level and mitigation advice.

📊

Confidence scoring

Every prediction comes with a confidence level (High / Medium / Low) based on Tanimoto similarity to known reactions. Exact dataset matches are clearly labelled as reported yields, not estimates.

🔍

Smart compound lookup

Enter any compound by IUPAC name, common name, CAS number, or SMILES. Chemdem resolves structures via OPSIN and PubChem, cross-checks them, and flags any discrepancies automatically.

Hard-fail detection

Instantly identifies experimentally confirmed no-reaction conditions: ortho-chloroaniline, ortho-bromoaniline, and unprotected piperazine — even at reflux with catalyst. No wasted lab time.

📚

Literature references

Every prediction links to the closest real reactions in the dataset, sourced from Long et al. SynOpen 2023 and Bioorg. Med. Chem. 2024 — so you always know the evidence behind the prediction.

Research

Built on published science

Chemdem is grounded in real experimental data from the Wren Group — not synthetic or scraped data.

PAPER 1

Long et al., SynOpen 2023

Aniline and benzylamine series. 29 reactions including 2 confirmed hard fails (ortho-Cl and ortho-Br anilines). Establishes the key SAR: para > meta > ortho for yield.

29 reactions EtOH solvent
PAPER 2

Long et al., Bioorg. Med. Chem. 2024

Heterocyclic amine series. 13 reactions including morpholine, piperidine, and cyclic amines. Includes HDAC8 biological activity data — best compound: para-F aniline (IC₅₀ = 1.20 μM).

13 reactions HDAC8 data
KEY FINDINGS

What the data shows

Zn(OTf)₂ catalyst is required for anilines but not benzylamines. Reflux can boost yield dramatically (up to 99%). Ortho-substituted anilines consistently fail due to steric crowding.

42 total reactions 2 hard fails
Key Findings

What the data reveals

Patterns extracted from 42 real squaric acid monoamide reactions.

📍 Substituent Position Effect

Para ~70% avg yield
Meta ~48% avg yield
Ortho ~18–38% or FAIL

ortho-Cl and ortho-Br anilines → NO REACTION even at reflux + 48h

🧪 Amine Type Comparison

Benzylamine
✅ No catalyst needed · More nucleophilic · Up to 99% yield at reflux · Reacts at room temperature
Aniline
⚠️ Requires Zn(OTf)₂ catalyst (10–13 mol%) · Lower nucleophilicity · ~47% avg yield · Position-sensitive
Heterocyclic / Cyclic
🔴 Unprotected piperazine → hard fail · Morpholine and piperidine react well · HDAC8 activity data available

⚗️ Reaction Conditions

🌡️
Temperature
Room temperature is standard. Reflux can boost yield dramatically — compound 37 reached 99% at reflux.
⚗️
Catalyst
Zn(OTf)₂ at 10–13 mol% activates the squarate electrophile. Essential for anilines, unnecessary for benzylamines.
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Solvent & Ratio
All training reactions in EtOH (one in MeOH) at 1:1 DES:amine ratio. Protic solvents increase hydrolysis risk.
🏆
Best HDAC8 compound
para-F aniline monoamide → IC₅₀ = 1.20 μM. para > meta > ortho for both yield AND biological activity.

Ready to predict your next reaction?

Stop guessing. Stop wasting reagents on reactions that won't work. Let Chemdem screen your squaric acid chemistry before you set foot in the lab.

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University research project · Free to use · No account required