NPASS Natural Product

Natural Product: NPC318578

Natural Product ID:	NPC318578
Common Name:	2-Amino-4-Cyclohex-3-En-1-Yl-7,7-Dimethyl-5-Oxo-6,8-Dihydro-4H-Chromene-3-Carbonitrile
IUPAC Name:	2-amino-4-cyclohex-3-en-1-yl-7,7-dimethyl-5-oxo-6,8-dihydro-4H-chromene-3-carbonitrile
Synonyms:
Molecular Formula:	C18H22N2O2
Standard InCHIKey:	DFIBLPWNKGOUGB-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C18H22N2O2/c1-18(2)8-13(21)16-14(9-18)22-17(20)12(10-19)15(16)11-6-4-3-5-7-11/h3-4,11,15H,5-9,20H2,1-2H3
Canonical SMILES:	N#CC1=C(N)OC2=C(C1C1CCC=CC1)C(=O)CC(C2)(C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota				PMID[25518943]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota				PMID[26839171]

Biological Activity

Activity Type	# Activity
Potency	8

Activity Type	# Activity
Individual Protein	5
Organism	2
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT210	Individual Protein	Thyroid stimulating hormone receptor	Homo sapiens	Potency	=	25118.9	nM	PubChem BioAssay data set
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	7943.3	nM	PubChem BioAssay data set
NPT792	Individual Protein	Arachidonate 15-lipoxygenase	Homo sapiens	Potency	=	31622.8	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency		2078.7	nM	PubChem BioAssay data set
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency		89125.1	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency		13115.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		14581	nM	PubChem BioAssay data set
NPT535	Individual Protein	Parathyroid hormone receptor	Homo sapiens	Potency		39810.7	nM	PubChem BioAssay data set

Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC318578 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	64
0.1-0.2	713
0.2-0.3	4302
0.3-0.4	14943
0.4-0.5	7300
0.5-0.6	3226
0.6-0.7	338
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.7303	Intermediate Similarity	NPC478247
0.7303	Intermediate Similarity	NPC478246
0.7065	Intermediate Similarity	NPC474085
0.6923	Remote Similarity	NPC189485
0.6923	Remote Similarity	NPC469996
0.6905	Remote Similarity	NPC251118
0.686	Remote Similarity	NPC188292
0.686	Remote Similarity	NPC87141
0.686	Remote Similarity	NPC260474
0.6813	Remote Similarity	NPC472300
0.6774	Remote Similarity	NPC108955
0.6774	Remote Similarity	NPC26139
0.6771	Remote Similarity	NPC263997
0.6771	Remote Similarity	NPC132228
0.6771	Remote Similarity	NPC8518
0.6771	Remote Similarity	NPC133652
0.6768	Remote Similarity	NPC253177
0.6768	Remote Similarity	NPC213636
0.6768	Remote Similarity	NPC280592
0.6735	Remote Similarity	NPC478259
0.6735	Remote Similarity	NPC478260
0.6735	Remote Similarity	NPC478261
0.6703	Remote Similarity	NPC40353
0.6702	Remote Similarity	NPC55869
0.6702	Remote Similarity	NPC225515
0.6702	Remote Similarity	NPC478262
0.67	Remote Similarity	NPC471329
0.67	Remote Similarity	NPC296114
0.6667	Remote Similarity	NPC477289
0.6633	Remote Similarity	NPC471728
0.66	Remote Similarity	NPC223093
0.6598	Remote Similarity	NPC241512
0.6598	Remote Similarity	NPC6185
0.6596	Remote Similarity	NPC476809
0.6591	Remote Similarity	NPC256846
0.6562	Remote Similarity	NPC53733
0.6559	Remote Similarity	NPC275494
0.6559	Remote Similarity	NPC74410
0.6559	Remote Similarity	NPC471409
0.6531	Remote Similarity	NPC470345
0.6526	Remote Similarity	NPC116797
0.6526	Remote Similarity	NPC189237
0.6526	Remote Similarity	NPC474353
0.6526	Remote Similarity	NPC475833
0.6526	Remote Similarity	NPC44963
0.6526	Remote Similarity	NPC472684
0.6522	Remote Similarity	NPC1254
0.6522	Remote Similarity	NPC92080
0.6522	Remote Similarity	NPC180886
0.6489	Remote Similarity	NPC476177
0.6489	Remote Similarity	NPC27817
0.6477	Remote Similarity	NPC310992
0.6471	Remote Similarity	NPC288253
0.6465	Remote Similarity	NPC30421
0.6465	Remote Similarity	NPC38885
0.6458	Remote Similarity	NPC321289
0.6458	Remote Similarity	NPC103486
0.6458	Remote Similarity	NPC238991
0.6458	Remote Similarity	NPC302661
0.6458	Remote Similarity	NPC327969
0.6452	Remote Similarity	NPC165711
0.6452	Remote Similarity	NPC283087
0.6444	Remote Similarity	NPC54123
0.6444	Remote Similarity	NPC181204
0.6429	Remote Similarity	NPC476426
0.6429	Remote Similarity	NPC478245
0.6429	Remote Similarity	NPC474537
0.6421	Remote Similarity	NPC2482
0.6404	Remote Similarity	NPC139397
0.6395	Remote Similarity	NPC469662
0.6392	Remote Similarity	NPC49019
0.6383	Remote Similarity	NPC30321
0.6374	Remote Similarity	NPC470045
0.6374	Remote Similarity	NPC470044
0.6364	Remote Similarity	NPC222613
0.6364	Remote Similarity	NPC475022
0.6364	Remote Similarity	NPC477478
0.6364	Remote Similarity	NPC477479
0.6364	Remote Similarity	NPC472161
0.6364	Remote Similarity	NPC118648
0.6354	Remote Similarity	NPC278459
0.6354	Remote Similarity	NPC149237
0.6354	Remote Similarity	NPC121984
0.6354	Remote Similarity	NPC99308
0.6354	Remote Similarity	NPC471898
0.6344	Remote Similarity	NPC110725
0.6344	Remote Similarity	NPC899
0.6344	Remote Similarity	NPC470525
0.6333	Remote Similarity	NPC251929
0.6333	Remote Similarity	NPC265782
0.6333	Remote Similarity	NPC260040
0.6333	Remote Similarity	NPC2634
0.6333	Remote Similarity	NPC307176
0.6327	Remote Similarity	NPC320801
0.6327	Remote Similarity	NPC473246
0.6316	Remote Similarity	NPC472490
0.6304	Remote Similarity	NPC241854
0.6304	Remote Similarity	NPC306928
0.6304	Remote Similarity	NPC251970
0.6304	Remote Similarity	NPC166797
0.6304	Remote Similarity	NPC476046
0.63	Remote Similarity	NPC136548
0.63	Remote Similarity	NPC103743
0.63	Remote Similarity	NPC476079
0.63	Remote Similarity	NPC113370
0.6289	Remote Similarity	NPC470813
0.6289	Remote Similarity	NPC320514
0.6289	Remote Similarity	NPC193347
0.6289	Remote Similarity	NPC100297
0.6279	Remote Similarity	NPC197238
0.6279	Remote Similarity	NPC202118
0.6277	Remote Similarity	NPC257666
0.6277	Remote Similarity	NPC266193
0.6277	Remote Similarity	NPC197659
0.6275	Remote Similarity	NPC469372
0.6275	Remote Similarity	NPC129913
0.6265	Remote Similarity	NPC115385
0.6264	Remote Similarity	NPC115023
0.6264	Remote Similarity	NPC190035
0.6264	Remote Similarity	NPC5701
0.6263	Remote Similarity	NPC33663
0.6263	Remote Similarity	NPC307112
0.6263	Remote Similarity	NPC323765
0.6263	Remote Similarity	NPC29447
0.6263	Remote Similarity	NPC474680
0.6263	Remote Similarity	NPC469948
0.625	Remote Similarity	NPC469637
0.625	Remote Similarity	NPC472478
0.625	Remote Similarity	NPC267517
0.625	Remote Similarity	NPC56525
0.6238	Remote Similarity	NPC143025
0.6238	Remote Similarity	NPC472302
0.6238	Remote Similarity	NPC470524
0.6238	Remote Similarity	NPC116231
0.6237	Remote Similarity	NPC473171
0.6237	Remote Similarity	NPC279666
0.6237	Remote Similarity	NPC175079
0.6237	Remote Similarity	NPC192540
0.6235	Remote Similarity	NPC127582
0.6224	Remote Similarity	NPC105803
0.6224	Remote Similarity	NPC102197
0.6224	Remote Similarity	NPC470015
0.6224	Remote Similarity	NPC168188
0.6222	Remote Similarity	NPC469914
0.6214	Remote Similarity	NPC19114
0.6214	Remote Similarity	NPC218301
0.6211	Remote Similarity	NPC23778
0.6211	Remote Similarity	NPC62336
0.6211	Remote Similarity	NPC4827
0.6211	Remote Similarity	NPC471220
0.6211	Remote Similarity	NPC476808
0.6207	Remote Similarity	NPC285371
0.6207	Remote Similarity	NPC4638
0.6207	Remote Similarity	NPC475124
0.62	Remote Similarity	NPC94666
0.62	Remote Similarity	NPC195640
0.62	Remote Similarity	NPC470346
0.62	Remote Similarity	NPC220478
0.62	Remote Similarity	NPC327115
0.62	Remote Similarity	NPC203795
0.6196	Remote Similarity	NPC303613
0.6196	Remote Similarity	NPC251705
0.6196	Remote Similarity	NPC474228
0.619	Remote Similarity	NPC27610
0.619	Remote Similarity	NPC56905
0.6186	Remote Similarity	NPC38350
0.6186	Remote Similarity	NPC473217
0.6186	Remote Similarity	NPC201912
0.6186	Remote Similarity	NPC477372
0.6186	Remote Similarity	NPC474955
0.6176	Remote Similarity	NPC284561
0.6176	Remote Similarity	NPC275740
0.6176	Remote Similarity	NPC50070
0.6176	Remote Similarity	NPC86319
0.6176	Remote Similarity	NPC173042
0.6176	Remote Similarity	NPC469546
0.617	Remote Similarity	NPC69143
0.617	Remote Similarity	NPC26504
0.617	Remote Similarity	NPC263582
0.617	Remote Similarity	NPC309399
0.617	Remote Similarity	NPC69408
0.6162	Remote Similarity	NPC85774
0.6162	Remote Similarity	NPC58841
0.6162	Remote Similarity	NPC144258
0.6162	Remote Similarity	NPC227064
0.6162	Remote Similarity	NPC329043
0.6162	Remote Similarity	NPC161423
0.6162	Remote Similarity	NPC214043
0.6162	Remote Similarity	NPC321187
0.6162	Remote Similarity	NPC476412
0.6162	Remote Similarity	NPC237712
0.6162	Remote Similarity	NPC96095
0.6154	Remote Similarity	NPC263780
0.6154	Remote Similarity	NPC282593
0.6154	Remote Similarity	NPC35734
0.6154	Remote Similarity	NPC159577
0.6146	Remote Similarity	NPC192329
0.6146	Remote Similarity	NPC474113
0.6139	Remote Similarity	NPC181327
0.6139	Remote Similarity	NPC287079

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC318578 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	74
0.1-0.2	757
0.2-0.3	3913
0.3-0.4	3469
0.4-0.5	697
0.5-0.6	190
0.6-0.7	59
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.71	Intermediate Similarity	NPD7732	Phase 3
0.7065	Intermediate Similarity	NPD8028	Phase 2
0.6939	Remote Similarity	NPD4096	Approved
0.6931	Remote Similarity	NPD7614	Phase 1
0.6915	Remote Similarity	NPD3527	Clinical (unspecified phase)
0.6484	Remote Similarity	NPD4687	Approved
0.6465	Remote Similarity	NPD3573	Approved
0.6421	Remote Similarity	NPD4695	Discontinued
0.6404	Remote Similarity	NPD4137	Phase 3
0.6364	Remote Similarity	NPD5690	Phase 2
0.6333	Remote Similarity	NPD4691	Approved
0.6333	Remote Similarity	NPD4747	Approved
0.6304	Remote Similarity	NPD5733	Approved
0.6304	Remote Similarity	NPD4058	Approved
0.6289	Remote Similarity	NPD4223	Phase 3
0.6289	Remote Similarity	NPD4221	Approved
0.6275	Remote Similarity	NPD5207	Approved
0.6264	Remote Similarity	NPD5276	Approved
0.625	Remote Similarity	NPD7331	Phase 2
0.6214	Remote Similarity	NPD5694	Approved
0.6211	Remote Similarity	NPD3617	Approved
0.62	Remote Similarity	NPD7146	Approved
0.62	Remote Similarity	NPD6409	Approved
0.62	Remote Similarity	NPD4519	Discontinued
0.62	Remote Similarity	NPD7334	Approved
0.62	Remote Similarity	NPD5280	Approved
0.62	Remote Similarity	NPD4694	Approved
0.62	Remote Similarity	NPD7521	Approved
0.62	Remote Similarity	NPD5330	Approved
0.62	Remote Similarity	NPD4623	Approved
0.62	Remote Similarity	NPD6684	Approved
0.6162	Remote Similarity	NPD3665	Phase 1
0.6162	Remote Similarity	NPD3133	Approved
0.6162	Remote Similarity	NPD4197	Approved
0.6162	Remote Similarity	NPD3666	Approved
0.6117	Remote Similarity	NPD5692	Phase 3
0.61	Remote Similarity	NPD5329	Approved
0.6078	Remote Similarity	NPD6672	Approved
0.6078	Remote Similarity	NPD5737	Approved
0.6078	Remote Similarity	NPD4518	Approved
0.6078	Remote Similarity	NPD5208	Approved
0.6078	Remote Similarity	NPD6903	Approved
0.6078	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6067	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.6058	Remote Similarity	NPD6079	Approved
0.6058	Remote Similarity	NPD5281	Approved
0.6058	Remote Similarity	NPD6050	Approved
0.6058	Remote Similarity	NPD5284	Approved
0.604	Remote Similarity	NPD4690	Approved
0.604	Remote Similarity	NPD4693	Phase 3
0.604	Remote Similarity	NPD4138	Approved
0.604	Remote Similarity	NPD5205	Approved
0.604	Remote Similarity	NPD4689	Approved
0.604	Remote Similarity	NPD5279	Phase 3
0.604	Remote Similarity	NPD4688	Approved
0.604	Remote Similarity	NPD3618	Phase 1
0.6019	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6019	Remote Similarity	NPD5328	Approved
0.6019	Remote Similarity	NPD6904	Approved
0.6019	Remote Similarity	NPD6673	Approved
0.6019	Remote Similarity	NPD6080	Approved
0.596	Remote Similarity	NPD3667	Approved
0.5955	Remote Similarity	NPD7341	Phase 2
0.5941	Remote Similarity	NPD1694	Approved
0.5934	Remote Similarity	NPD3621	Clinical (unspecified phase)
0.5905	Remote Similarity	NPD5693	Phase 1
0.5893	Remote Similarity	NPD7812	Clinical (unspecified phase)
0.5888	Remote Similarity	NPD5695	Phase 3
0.5882	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD6098	Approved
0.5865	Remote Similarity	NPD4753	Phase 2
0.5842	Remote Similarity	NPD4786	Approved
0.5842	Remote Similarity	NPD3668	Phase 3
0.5833	Remote Similarity	NPD5222	Approved
0.5833	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD5221	Approved
0.5816	Remote Similarity	NPD4195	Approved
0.5814	Remote Similarity	NPD287	Approved
0.5794	Remote Similarity	NPD6001	Approved
0.5794	Remote Similarity	NPD7748	Approved
0.5794	Remote Similarity	NPD7900	Approved
0.5794	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.578	Remote Similarity	NPD5173	Approved
0.5755	Remote Similarity	NPD7515	Phase 2
0.5755	Remote Similarity	NPD6411	Approved
0.5741	Remote Similarity	NPD5210	Approved
0.5741	Remote Similarity	NPD4629	Approved
0.5741	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.5741	Remote Similarity	NPD5654	Approved
0.5701	Remote Similarity	NPD5133	Approved
0.5701	Remote Similarity	NPD4202	Approved
0.57	Remote Similarity	NPD4139	Approved
0.57	Remote Similarity	NPD4692	Approved
0.5688	Remote Similarity	NPD4697	Phase 3
0.5676	Remote Similarity	NPD5285	Approved
0.5676	Remote Similarity	NPD6404	Discontinued
0.5676	Remote Similarity	NPD5286	Approved
0.5676	Remote Similarity	NPD4696	Approved
0.5648	Remote Similarity	NPD5282	Discontinued
0.5644	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.5636	Remote Similarity	NPD5959	Approved
0.5636	Remote Similarity	NPD6083	Phase 2
0.5636	Remote Similarity	NPD7902	Approved
0.5636	Remote Similarity	NPD4755	Approved
0.5636	Remote Similarity	NPD6084	Phase 2
0.5625	Remote Similarity	NPD5223	Approved
0.56	Remote Similarity	NPD8259	Clinical (unspecified phase)

Structure

CID318578 OpenBabel06191716142D 22 24 0 0 1 0 0 0 0 0999 V2000 -1.8320 2.2412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7355 3.4914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 11 1 0 0 0 0 7 11 1 0 0 0 0 8 13 1 0 0 0 0 8 18 1 0 0 0 0 9 14 1 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 19 3 0 0 0 0 11 15 1 0 0 0 0 12 15 1 0 0 0 0 12 17 2 0 0 0 0 13 16 1 0 0 0 0 13 21 2 0 0 0 0 14 16 2 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 17 20 1 0 0 0 0 17 22 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	612456
ChEMBL	CHEMBL1611224
ZINC

Physicochemical Properties

Molecular Weight:	298.17
ALogP:	0.9778
MLogP:	3
XLogP:	3.22
# Rotatable Bonds:	4
Polar Surface Area:	76.11
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	22

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs