<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">1080</id>
  <title>T3D1076</title>
  <common-name>Methyl (5Z)-3-amino-5-(nitromethylidene)dithiole-4-carboxylate</common-name>
  <description>Methyl (5Z)-3-amino-5-(nitromethylidene)dithiole-4-carboxylate belongs to the vinylogous amides, a class of organic acids and derivatives within the organic compounds. This exogenous compound has the formula C6H6N2O4S2 and an average molecular weight of 234.24 g/mol. At room temperature, it exists as a solid.

The compound interacts with five recorded protein targets: Acetylcholine receptor subunit beta (CHRNB1), Neuronal acetylcholine receptor subunit alpha-3 (CHRNA3), Neuronal acetylcholine receptor subunit alpha-4 (CHRNA4), Neuronal acetylcholine receptor subunit beta-2 (CHRNB2), and one other protein. It acts as a neurotransmitter mimic, exerting both excitatory and depressant effects and eventually blocking postsynaptic nicotinic receptors.</description>
  <cas>78649-93-1</cas>
  <pubchem-id>5479865</pubchem-id>
  <chemical-formula>C6H6N2O4S2</chemical-formula>
  <weight>233.976900</weight>
  <appearance>White powder.</appearance>
  <melting-point></melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility></solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Dermal (T10); Oral (T10).</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity> Acts as a neurotransmitter mimic , having both excitatory and depressant effects, eventually blocking postsynaptic nicotinic receptors. (T10)</mechanism-of-toxicity>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Nitromethylenes are used as pesticides. (T10)</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Nitromethylenes are neurotoxic. (T10)</health-effects>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-06-18T21:54:33Z</created-at>
  <updated-at type="dateTime">2026-08-23T12:59:32Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Methyl (5Z)-3-amino-5-(nitromethylidene)dithiole-4-carboxylate</stitch-id>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>[H]\C(=C1\SSC(N)=C1C(=O)OC)N(=O)=O</moldb-smiles>
  <moldb-formula>C6H6N2O4S2</moldb-formula>
  <moldb-inchi>InChI=1S/C6H6N2O4S2/c1-12-6(9)4-3(2-8(10)11)13-14-5(4)7/h2H,7H2,1H3/b3-2-</moldb-inchi>
  <moldb-inchikey>IAWCIGLAQKOOTG-IHWYPQMZSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">234.24</moldb-average-mass>
  <moldb-mono-mass type="decimal">233.976899029</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>0.7</logp>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id>4586506</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference></synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM000926</chemdb-id>
  <dsstox-id>DTXSID70897121</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00075512</susdat-id>
  <iupac>methyl (5Z)-3-amino-5-(nitromethylidene)dithiole-4-carboxylate</iupac>
  <moldb-polar-surface-area>98.14</moldb-polar-surface-area>
  <moldb-refractivity>64.63050000000001</moldb-refractivity>
  <moldb-polarizability>20.107799843836936</moldb-polarizability>
  <moldb-rotatable-bond-count>3</moldb-rotatable-bond-count>
  <moldb-acceptor-count>4</moldb-acceptor-count>
  <moldb-donor-count>1</moldb-donor-count>
  <moldb-pka-strongest-acidic>18.015167117893604</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-7.074374869169597</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>1</moldb-number-of-rings>
  <moldb-alogps-logp>0.28</moldb-alogps-logp>
  <moldb-alogps-logs>-2.80</moldb-alogps-logs>
  <moldb-alogps-solubility>3.70e-01 g/l</moldb-alogps-solubility>
  <kingdom>Organic compounds</kingdom>
  <superklass>Organic acids and derivatives</superklass>
  <klass>Vinylogous amides</klass>
  <subklass nil="true"/>
  <paper-count type="integer">0</paper-count>
  <sync-id>CED0097739</sync-id>
  <structure-inchikey>IAWCIGLAQKOOTG-IHWYPQMZSA-N</structure-inchikey>
  <structure-fingerprint>808000000000010000000000000008000040000002000400000000000000000000400000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000020000010000300001000000000400000000000010000000240000000000000002000000000000000000000000000000000000040000000000000000000000080001000000000000000000000000000000000000000000000000000180000000000000000004000000800000000000200000000000000000000000000000000000000000800000000000804000000000000000000000000000000000000000400000000001000000000000000040000</structure-fingerprint>
  <structure-pattern-fingerprint>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</structure-pattern-fingerprint>
  <structure-pickle type="binary" encoding="base64">776t3gAAAAAQAAAAAwAAAAAAAAAOAAAADgAAAIABBgA4AAAAAwEEBgAoAAAA
AwQQACAAAAACEAAgAAAAAgYAKAAAAAMEBwBoAAAAAwECBgAoAAAAAwQGACgA
AAADBAgAKAAAAAMCCAAoAAAAAwIGAGAAAAABAwcAKgAAAAEDBAgAKgAAAP8D
AQgAKAAAAAMCCwABKgICAgsCAQIEAwIDAAMEAAQFIAQGKAIGByAHCCgCBwkg
CQoAAAskAwsMIAsNKAIGASBCAQAAAAUBAgMEBhcEAAAAAAAAABY=
</structure-pickle>
  <structure-indexed-at type="dateTime">2026-09-19T03:59:59Z</structure-indexed-at>
</compound>
