This entry presents Benomyl (C14H18N4O3; CAS 17804-35-2; PubChem CID 28780) as a 3D-printable ball-and-stick model in which every atom carries its engraved element symbol (C, H, N, O), so the model can be read without a colour key. Atomic coordinates come from the PubChem-computed 3D conformer (not an experimental crystal structure); coordinates and connectivity are unchanged.

Biological relevance: Benomyl is a fungicide recorded as a tubulin modulator with anthelmintic activity, and also as a male reproductive and developmental toxicant (source: Wikidata Q420172, retrieved 2026-10-10).

Structure at a glance

• 39 atoms: 14 C, 18 H, 4 N, 3 O

• 40 bonds: 28 single, 2 double, 10 aromatic

• Two rings (one 5-membered and one 6-membered), fused along a shared edge, both aromatic

• Functional groups: one carbamate group (-NH-CO-O-), one urea linkage (-N-CO-N-) and one pyridine-type ring nitrogen

• Two hydrogen-bond donors and four acceptors (computed)

• Fraction of sp3-hybridised (tetrahedral) carbon atoms: 0.36 (computed)

Use in teaching

• Counting task: students tally the engraved symbols (14 C, 18 H, 4 N, 3 O; 39 atoms) and rebuild the formula C14H18N4O3 from the model alone.

• Aromaticity: identify the two aromatic rings and the 10 bonds recorded as aromatic.

• Functional groups: find the carbamate group (-NH-CO-O-), the urea linkage (-N-CO-N-) and the pyridine-type ring nitrogen on the model and name each one.

File and printing

STL mesh of 493,622 triangles, a closed (watertight) single solid. Coordinates are in ångström and STL stores no unit, so scale the model deliberately in your slicer. Measured bounding box: 9.527 × 10.911 × 8.787 Å; at scale factor 10 (1 Å to 10 mm, file read in millimetres) the print measures about 95.3 × 109.1 × 87.9 mm. SHA-256: 4129edcf3b032f57564ee01f38a36e39040172e0213a141ee1b5f1570b54bde3.

Validation

• InChIKey identical to the PubChem record (PubChem FTP SDF, file dated 2026-10-08): RIOXQFHNBCKOKP-UHFFFAOYSA-N

• Molecular formula and hydrogen-bond donor/acceptor counts identical to PubChem

• Mesh: triangle count in the header equals the actual count; 0 edges not shared by exactly two triangles; 1 connected solid; SHA-256 equal to the published file

Source, licence and identifiers

Full record: molgod.org/molecule/17804-35-2 · Licence and provenance record: molgod.org/licenses/stl/17804-35-2 · Same file on Wikimedia Commons: File:Benomyl-3D-molecular-model-engraved-CAS-17804-35-2.stl

• MolGod ID: MG_133-644-864-68

• Wikidata: Q420172

• EC number: 241-775-7

• ChemSpider ID: 26771

• IUPAC name: methyl N-[1-(butylcarbamoyl)benzimidazol-2-yl]carbamate

• InChIKey: RIOXQFHNBCKOKP-UHFFFAOYSA-N

• SMILES: CCCCNC(=O)N1C2=CC=CC=C2N=C1NC(=O)OC

• Molar mass 290.32 g/mol (exact mass 290.13789045)

Licence: CC BY-SA 4.0 (licence text). Required attribution: "Benomyl 3D model by MolGod.org — https://molgod.org/molecule/17804-35-2/ — CC BY-SA 4.0".