2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile

C144H168N4O2S5 — CID 165373306

IUPAC2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile
SMILESCCCCCCCCc1cc(CCCCCCCC)cc(C2(c3cc(CCCCCCCC)cc(CCCCCCCC)c3)c3cc(/C=C/C=C4\C(=O)c5cc6ccccc6cc5C4=C(C#N)C#N)sc3-c3sc4c5c(sc4c32)-c2sc3cc(/C=C/C=C4\C(=O)c6cc7ccccc7cc6C4=C(C#N)C#N)sc3c2C5(c2cc(CCCCCCCC)cc(CCCCCCCC)c2)c2cc(CCCCCCCC)cc(CCCCCCCC)c2)c1
InChIInChI=1S/C144H168N4O2S5/c1-9-17-25-33-41-49-63-101-79-102(64-50-42-34-26-18-10-2)84-115(83-101)143(116-85-103(65-51-43-35-27-19-11-3)80-104(86-116)66-52-44-36-28-20-12-4)127-95-119(75-61-77-121-129(113(97-145)98-146)123-91-109-71-57-59-73-111(109)93-125(123)134(121)149)151-136(127)138-132(143)140-142(154-138)133-141(155-140)139-131(137-128(153-139)96-120(152-137)76-62-78-122-130(114(99-147)100-148)124-92-110-72-58-60-74-112(110)94-126(124)135(122)150)144(133,117-87-105(67-53-45-37-29-21-13-5)81-106(88-117)68-54-46-38-30-22-14-6)118-89-107(69-55-47-39-31-23-15-7)82-108(90-118)70-56-48-40-32-24-16-8/h57-62,71-96H,9-56,63-70H2,1-8H3/b75-61+,76-62+,121-77-,122-78-
InChIKeyUXHJECYOERCMLU-XMZWDAFYSA-N
MW2147.29 g/mol
LogP43.83
Rot. Bonds64

About 2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile

2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile (PubChem CID 165373306) has the molecular formula C144H168N4O2S5 and a molecular weight of 2147.29 g/mol. Its IUPAC name is 2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile.

Molecular Properties

Compound Name2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile
PubChem CID165373306
Molecular FormulaC144H168N4O2S5
Molecular Weight2147.29 g/mol
Exact Mass2145.18
IUPAC Name2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile
SMILESCCCCCCCCc1cc(CCCCCCCC)cc(C2(c3cc(CCCCCCCC)cc(CCCCCCCC)c3)c3cc(/C=C/C=C4\C(=O)c5cc6ccccc6cc5C4=C(C#N)C#N)sc3-c3sc4c5c(sc4c32)-c2sc3cc(/C=C/C=C4\C(=O)c6cc7ccccc7cc6C4=C(C#N)C#N)sc3c2C5(c2cc(CCCCCCCC)cc(CCCCCCCC)c2)c2cc(CCCCCCCC)cc(CCCCCCCC)c2)c1
InChIInChI=1S/C144H168N4O2S5/c1-9-17-25-33-41-49-63-101-79-102(64-50-42-34-26-18-10-2)84-115(83-101)143(116-85-103(65-51-43-35-27-19-11-3)80-104(86-116)66-52-44-36-28-20-12-4)127-95-119(75-61-77-121-129(113(97-145)98-146)123-91-109-71-57-59-73-111(109)93-125(123)134(121)149)151-136(127)138-132(143)140-142(154-138)133-141(155-140)139-131(137-128(153-139)96-120(152-137)76-62-78-122-130(114(99-147)100-148)124-92-110-72-58-60-74-112(110)94-126(124)135(122)150)144(133,117-87-105(67-53-45-37-29-21-13-5)81-106(88-117)68-54-46-38-30-22-14-6)118-89-107(69-55-47-39-31-23-15-7)82-108(90-118)70-56-48-40-32-24-16-8/h57-62,71-96H,9-56,63-70H2,1-8H3/b75-61+,76-62+,121-77-,122-78-
InChIKeyUXHJECYOERCMLU-XMZWDAFYSA-N
XLogP43.83
TPSA129.30 Ų
H-Bond Donors
H-Bond Acceptors11
Rotatable Bonds64
Heavy Atoms155
Complexity—

Lipinski Rule of Five

3 violations

RuleValue
MW ≤ 5002147.29
LogP ≤ 543.83
H-Bond Donors ≤ 50
H-Bond Acceptors ≤ 1011

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'ene_cyano_A(19)', 'substructure': 'N/A'}, {'alert_name': 'Aliphatic_long_chain', 'substructure': 'N/A'}, {'alert_name': 'conjugated_nitrile_group', 'substructure': 'N/A'}, {'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}

Analyze 2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile with MolForge

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Related Compounds

(2Z)-2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[(1E)-1-[cyano(isocyano)methylidene]-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dihexylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]-2-isocyanoacetonitrile
CID 165373294
2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile;methane;2-(3-oxocyclopenta[b]naphthalen-1-ylidene)propanedinitrile;(E)-3-[10,10,23,23-tetrakis(3,5-dioctylphenyl)-19-[(E)-3-oxoprop-1-enyl]-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enal
CID 167659592
(2Z)-2-[(2Z)-2-[(E)-3-[20-[(E,3Z)-3-[(1E)-1-[cyano(isocyano)methylidene]-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-3,3,16,16-tetrakis(3,5-dihexylphenyl)-6,10,13,19,23,26-hexathiaoctacyclo[12.12.0.02,12.04,11.05,9.015,25.017,24.018,22]hexacosa-1(14),2(12),4(11),5(9),7,15(25),17(24),18(22),20-nonaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]-2-isocyanoacetonitrile
CID 156630448
2-[(2Z)-5,6-dichloro-2-[[20-[(Z)-[5,6-dichloro-1-(dicyanomethylidene)-3-oxoinden-2-ylidene]methyl]-12,12,24,24-tetrakis(3,5-dihexylphenyl)-2,14-difluoro-5,9,17,21-tetrathiaheptacyclo[13.9.0.03,13.04,11.06,10.016,23.018,22]tetracosa-1,3(13),4(11),6(10),7,14,16(23),18(22),19-nonaen-8-yl]methylidene]-3-oxoinden-1-ylidene]propanedinitrile
CID 164784556
2-[(2Z)-2-[[16-[(Z)-[1-(dicyanomethylidene)-3-oxoinden-2-ylidene]methyl]-3,3,13,13-tetrakis(4-octylphenyl)-7,10,17,20-tetrathiahexacyclo[9.9.0.02,9.04,8.012,19.014,18]icosa-1(11),2(9),4(8),5,12(19),14(18),15-heptaen-6-yl]methylidene]-3-oxoinden-1-ylidene]propanedinitrile
CID 153448609
2-[(2Z)-2-[[20-[(Z)-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]methyl]-8,21-dihexyl-3,3,16,16-tetrakis(4-hexylphenyl)-6,10,13,19,23,26-hexathiaoctacyclo[12.12.0.02,12.04,11.05,9.015,25.017,24.018,22]hexacosa-1(14),2(12),4(11),5(9),7,15(25),17(24),18(22),20-nonaen-7-yl]methylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile
CID 139326794
2-[(2Z)-5,6-dichloro-2-[(E)-3-[19-[(E,3Z)-3-[5,6-dichloro-1-(dicyanomethylidene)-3-oxoinden-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis[4-(2-ethylhexoxy)phenyl]-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxoinden-1-ylidene]propanedinitrile;2-(5,6-dichloro-3-oxoinden-1-ylidene)propanedinitrile;(E)-3-[10,10,23,23-tetrakis[4-(2-ethylhexoxy)phenyl]-19-[(E)-3-oxoprop-1-enyl]-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enal
CID 161221976
2-[2-[[20-[(E)-[1-(dicyanomethylidene)-5,6-dimethyl-3-oxoinden-2-ylidene]methyl]-12,12,24,24-tetrakis(4-hexylphenyl)-5,9,17,21-tetrathiaheptacyclo[13.9.0.03,13.04,11.06,10.016,23.018,22]tetracosa-1(15),2,4(11),6(10),7,13,16(23),18(22),19-nonaen-8-yl]methylidene]-5,6-dimethyl-3-oxoinden-1-ylidene]propanedinitrile
CID 178183911
2-[2-[[20-[[1-(dicyanomethylidene)-5-fluoro-3-oxoinden-2-ylidene]methyl]-12,12,24,24-tetrakis(4-hexylphenyl)-5,9,17,21-tetrathiaheptacyclo[13.9.0.03,13.04,11.06,10.016,23.018,22]tetracosa-1(15),2,4(11),6(10),7,13,16(23),18(22),19-nonaen-8-yl]methylidene]-5-fluoro-3-oxoinden-1-ylidene]propanedinitrile
CID 170920807
2-[(2Z)-2-[[20-[(Z)-[(1E)-1-[cyano(isocyano)methylidene]-3-oxoinden-2-ylidene]methyl]-12,12,24,24-tetrakis(3-hexylphenyl)-5,9,17,21-tetrathiaheptacyclo[13.9.0.03,13.04,11.06,10.016,23.018,22]tetracosa-1(15),2,4(11),6(10),7,13,16(23),18(22),19-nonaen-8-yl]methylidene]-3-oxoinden-1-ylidene]propanedinitrile
CID 159626345
3,3,15,15,23,23,35,35-octakis(3,5-dihexylphenyl)-8,12,20,28,32,40-hexathiadodecacyclo[19.19.0.02,19.04,18.06,16.07,14.09,13.022,39.024,38.026,36.027,34.029,33]tetraconta-1(21),2(19),4(18),5,7(14),9(13),10,16,22(39),24(38),25,27(34),29(33),30,36-pentadecaene-11,31-dicarbaldehyde
CID 165373287
2-[(2Z)-2-[[16-[(Z)-[1-(dicyanomethylidene)-3-oxoinden-2-ylidene]methyl]-3,3,13,13-tetrakis(4-hexoxyphenyl)-7,10,17,20-tetrathiahexacyclo[9.9.0.02,9.04,8.012,19.014,18]icosa-1(11),2(9),4(8),5,12(19),14(18),15-heptaen-6-yl]methylidene]-3-oxoinden-1-ylidene]propanedinitrile;3,3,13,13-tetrakis(4-hexoxyphenyl)-7,10,17,20-tetrathiahexacyclo[9.9.0.02,9.04,8.012,19.014,18]icosa-1(11),2(9),4(8),5,12(19),14(18),15-heptaene-6,16-dicarbaldehyde
CID 161219565

Frequently Asked Questions

What is the IUPAC name of 2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile?
The IUPAC name of 2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile (CID 165373306) is 2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile.
What is the SMILES notation for 2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile?
The canonical SMILES for 2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile is CCCCCCCCc1cc(CCCCCCCC)cc(C2(c3cc(CCCCCCCC)cc(CCCCCCCC)c3)c3cc(/C=C/C=C4\C(=O)c5cc6ccccc6cc5C4=C(C#N)C#N)sc3-c3sc4c5c(sc4c32)-c2sc3cc(/C=C/C=C4\C(=O)c6cc7ccccc7cc6C4=C(C#N)C#N)sc3c2C5(c2cc(CCCCCCCC)cc(CCCCCCCC)c2)c2cc(CCCCCCCC)cc(CCCCCCCC)c2)c1.
What is the InChIKey of 2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile?
The InChIKey is UXHJECYOERCMLU-XMZWDAFYSA-N. The full InChI is InChI=1S/C144H168N4O2S5/c1-9-17-25-33-41-49-63-101-79-102(64-50-42-34-26-18-10-2)84-115(83-101)143(116-85-103(65-51-43-35-27-19-11-3)80-104(86-116)66-52-44-36-28-20-12-4)127-95-119(75-61-77-121-129(113(97-145)98-146)123-91-109-71-57-59-73-111(109)93-125(123)134(121)149)151-136(127)138-132(143)140-142(154-138)133-141(155-140)139-131(137-128(153-139)96-120(152-137)76-62-78-122-130(114(99-147)100-148)124-92-110-72-58-60-74-112(110)94-126(124)135(122)150)144(133,117-87-105(67-53-45-37-29-21-13-5)81-106(88-117)68-54-46-38-30-22-14-6)118-89-107(69-55-47-39-31-23-15-7)82-108(90-118)70-56-48-40-32-24-16-8/h57-62,71-96H,9-56,63-70H2,1-8H3/b75-61+,76-62+,121-77-,122-78-.
What are the key properties of 2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile?
2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile has a molecular weight of 2147.29 g/mol, XLogP of 43.83, 64 rotatable bonds, 0 hydrogen bond donors, and 11 hydrogen bond acceptors.
Where does this data come from?
All data for 2-[(2Z)-2-[(E)-3-[19-[(E,3Z)-3-[1-(dicyanomethylidene)-3-oxocyclopenta[b]naphthalen-2-ylidene]prop-1-enyl]-10,10,23,23-tetrakis(3,5-dioctylphenyl)-3,6,13,16,20-pentathiaheptacyclo[12.9.0.02,12.04,11.05,9.015,22.017,21]tricosa-1(14),2(12),4(11),5(9),7,15(22),17(21),18-octaen-7-yl]prop-2-enylidene]-3-oxocyclopenta[b]naphthalen-1-ylidene]propanedinitrile is sourced from PubChem (CID 165373306), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).