DAPI
Athanor · official
C16H15N5 · 277.32 g/mol
IUPAC name: 2-(4-carbamimidoylphenyl)-1H-indole-5-carboximidamide
Also called 4',6-diamidino-2-phenylindole, DNA stain, nuclear stain
Names and identifiers
- IUPAC name
- 2-(4-carbamimidoylphenyl)-1H-indole-5-carboximidamide
- Synonyms
- 4',6-diamidino-2-phenylindole, DNA stain, nuclear stain
+ 8 more
2-(4-carbamimidoylphenyl)-1H-indole-5-carboximidamide, CHEMBL167761, DB1171, SCHEMBL7876123, BDBM50009930, 2-(p-amidinophenyl)-indole 5-carboxamidine, 2-(4-carbamimidoylphenyl)-1H-indole-5-carboxamidine, 1H-Indole-5-carboximidamide, 2-[4-(aminoiminomethyl)phenyl]-
- Molecular formula
- C16H15N5
- Empirical formula
- C16H15N5
- Molecular weight
- 277.32 g/mol
- Exact mass
- 277.13275
- CAS number
- 28718-90-3
- PubChem CID
- 3010564
- Canonical SMILES
- C1=CC(=CC=C1C2=CC3=C(N2)C=CC(=C3)C(=N)N)C(=N)N
- Isomeric SMILES
- C1=CC(=CC=C1C2=CC3=C(N2)C=CC(=C3)C(=N)N)C(=N)N
- InChI
- InChI=1S/C16H15N5/c17-15(18)10-3-1-9(2-4-10)14-8-12-7-11(16(19)20)5-6-13(12)21-14/h1-8,21H,(H3,17,18)(H3,19,20)
- InChIKey
- JUOBNLRIOAUTBJ-UHFFFAOYSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 21
- Rings
- 3
- Aromatic rings
- 3
- Fraction sp³ carbons (Fsp3)
- 0
- H-bond donors
- 5
- H-bond acceptors
- 2
- Rotatable bonds
- 3
- TPSA (Ų)
- 115.5 computed here · PubChem 116
- Formal charge
- 0
- XLogP3
- 1.6 PubChem
- Complexity
- 413 PubChem
- Stereocenters
- None
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C69.29%
- H5.45%
- N25.25%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- 2.4 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -3.4 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 2.27 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 277.33
- log P ≤ 5 (Crippen): 2.4
- H-bond donors ≤ 5: 5
- H-bond acceptors ≤ 10: 2
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
No GHS hazard classification was found in the sources.
Safety data sheets on the supplier’s page: RR Scientific, BLD Pharm.
Always read the supplier’s safety data sheet before working with it.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.