NPASS Natural Product

Natural Product: NPC167419

Natural Product ID:	NPC167419
Common Name:	Plakinamine G
IUPAC Name:	(5Z)-5-[(2S)-2-[(3R,5S,9R,10S,13R,14R,17R)-3-amino-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]propylidene]-4-propan-2-ylpyrrol-2-one
Synonyms:	Plakinamine G
Molecular Formula:	C29H44N2O
Standard InCHIKey:	CWLJITAGIPFLJD-UOJYZFCXSA-N
Standard InCHI:	InChI=1S/C29H44N2O/c1-17(2)22-16-27(32)31-26(22)14-18(3)23-8-9-24-21-7-6-19-15-20(30)10-12-28(19,4)25(21)11-13-29(23,24)5/h7,14,16-20,23-25H,6,8-13,15,30H2,1-5H3,(H,31,32)/b26-14-/t18-,19+,20-,23-,24+,25+,28+,29-/m1/s1
Canonical SMILES:	N[C@@H]1CC[C@]2([C@H](C1)CC=C1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](/C=C/1N=C(C=C1C(C)C)O)C)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
NPO32780	corticium sp.	Species	Corticiaceae	Eukaryota				PMID[12193035]

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT76	Cell Line	C6	Rattus norvegicus	IC50	=	6.8	ug/ml	19685905

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 NPC167419 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	77
0.1-0.2	822
0.2-0.3	11204
0.3-0.4	13064
0.4-0.5	5011
0.5-0.6	620
0.6-0.7	76
0.7-0.8	15
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
0.7979	Intermediate Similarity	NPC152684
0.7849	Intermediate Similarity	NPC283277
0.7708	Intermediate Similarity	NPC166458
0.7604	Intermediate Similarity	NPC24733
0.7553	Intermediate Similarity	NPC257962
0.7477	Intermediate Similarity	NPC230677
0.7292	Intermediate Similarity	NPC472312
0.7273	Intermediate Similarity	NPC175585
0.7188	Intermediate Similarity	NPC329782
0.713	Intermediate Similarity	NPC474583
0.7075	Intermediate Similarity	NPC140685
0.7064	Intermediate Similarity	NPC469958
0.7048	Intermediate Similarity	NPC247220
0.701	Intermediate Similarity	NPC118329
0.701	Intermediate Similarity	NPC152039
0.6979	Remote Similarity	NPC211322
0.6937	Remote Similarity	NPC25340
0.6907	Remote Similarity	NPC12035
0.6881	Remote Similarity	NPC471083
0.6881	Remote Similarity	NPC152718
0.6881	Remote Similarity	NPC50815
0.6869	Remote Similarity	NPC21667
0.6847	Remote Similarity	NPC55462
0.6837	Remote Similarity	NPC474122
0.6809	Remote Similarity	NPC476904
0.6774	Remote Similarity	NPC21773
0.6768	Remote Similarity	NPC224072
0.6727	Remote Similarity	NPC247060
0.6727	Remote Similarity	NPC58200
0.6727	Remote Similarity	NPC226509
0.6726	Remote Similarity	NPC159367
0.6667	Remote Similarity	NPC7214
0.6667	Remote Similarity	NPC90538
0.6638	Remote Similarity	NPC56796
0.66	Remote Similarity	NPC215474
0.66	Remote Similarity	NPC39966
0.6596	Remote Similarity	NPC265789
0.6562	Remote Similarity	NPC125828
0.6538	Remote Similarity	NPC34754
0.6535	Remote Similarity	NPC171639
0.6496	Remote Similarity	NPC80834
0.6496	Remote Similarity	NPC469968
0.6495	Remote Similarity	NPC476308
0.6486	Remote Similarity	NPC118275
0.6466	Remote Similarity	NPC72753
0.6442	Remote Similarity	NPC43308
0.6415	Remote Similarity	NPC84171
0.6408	Remote Similarity	NPC147513
0.6396	Remote Similarity	NPC135799
0.6396	Remote Similarity	NPC275686
0.6389	Remote Similarity	NPC280710
0.6389	Remote Similarity	NPC243985
0.6389	Remote Similarity	NPC476754
0.6383	Remote Similarity	NPC472831
0.6383	Remote Similarity	NPC245223
0.6372	Remote Similarity	NPC293299
0.6372	Remote Similarity	NPC45365
0.6364	Remote Similarity	NPC184033
0.6364	Remote Similarity	NPC474164
0.6346	Remote Similarity	NPC157479
0.6346	Remote Similarity	NPC56107
0.6325	Remote Similarity	NPC328052
0.6325	Remote Similarity	NPC472359
0.6321	Remote Similarity	NPC249312
0.6316	Remote Similarity	NPC119329
0.6273	Remote Similarity	NPC476903
0.6271	Remote Similarity	NPC66862
0.627	Remote Similarity	NPC237286
0.625	Remote Similarity	NPC476329
0.6226	Remote Similarity	NPC324405
0.6216	Remote Similarity	NPC240650
0.6211	Remote Similarity	NPC138409
0.6186	Remote Similarity	NPC472313
0.6182	Remote Similarity	NPC311164
0.6182	Remote Similarity	NPC272732
0.6162	Remote Similarity	NPC174803
0.6162	Remote Similarity	NPC259989
0.6147	Remote Similarity	NPC476752
0.6147	Remote Similarity	NPC476753
0.614	Remote Similarity	NPC176012
0.6121	Remote Similarity	NPC36497
0.6095	Remote Similarity	NPC75810
0.6091	Remote Similarity	NPC473314
0.6087	Remote Similarity	NPC98765
0.6083	Remote Similarity	NPC474452
0.6071	Remote Similarity	NPC4834
0.6068	Remote Similarity	NPC169375
0.6063	Remote Similarity	NPC109151
0.6048	Remote Similarity	NPC35037
0.6019	Remote Similarity	NPC90150
0.6	Remote Similarity	NPC474459
0.5983	Remote Similarity	NPC195841
0.5983	Remote Similarity	NPC233256
0.5965	Remote Similarity	NPC128698
0.5965	Remote Similarity	NPC239768
0.5943	Remote Similarity	NPC182106
0.5943	Remote Similarity	NPC311769
0.5906	Remote Similarity	NPC472458
0.5905	Remote Similarity	NPC477584
0.5895	Remote Similarity	NPC37792
0.5877	Remote Similarity	NPC91604
0.5876	Remote Similarity	NPC124384
0.5876	Remote Similarity	NPC184919
0.5868	Remote Similarity	NPC79238
0.5851	Remote Similarity	NPC53276
0.5842	Remote Similarity	NPC247325
0.5842	Remote Similarity	NPC244488
0.5833	Remote Similarity	NPC253645
0.5833	Remote Similarity	NPC85001
0.5833	Remote Similarity	NPC147835
0.5833	Remote Similarity	NPC476135
0.5833	Remote Similarity	NPC95920
0.5827	Remote Similarity	NPC242692
0.5812	Remote Similarity	NPC241879
0.581	Remote Similarity	NPC471868
0.5806	Remote Similarity	NPC304646
0.5806	Remote Similarity	NPC28280
0.5806	Remote Similarity	NPC469728
0.5806	Remote Similarity	NPC219621
0.5789	Remote Similarity	NPC140300
0.5789	Remote Similarity	NPC469970
0.578	Remote Similarity	NPC259252
0.5776	Remote Similarity	NPC34193
0.5761	Remote Similarity	NPC472827
0.5745	Remote Similarity	NPC477740
0.5735	Remote Similarity	NPC3202
0.5714	Remote Similarity	NPC4166
0.5714	Remote Similarity	NPC475724
0.5714	Remote Similarity	NPC93027
0.5701	Remote Similarity	NPC471867
0.5699	Remote Similarity	NPC176621
0.5686	Remote Similarity	NPC25110
0.5684	Remote Similarity	NPC476682
0.5678	Remote Similarity	NPC474563
0.5673	Remote Similarity	NPC81306
0.5673	Remote Similarity	NPC30986
0.5673	Remote Similarity	NPC109546
0.5673	Remote Similarity	NPC28862
0.5673	Remote Similarity	NPC47982
0.5673	Remote Similarity	NPC209430
0.5673	Remote Similarity	NPC84694
0.5673	Remote Similarity	NPC143182
0.5667	Remote Similarity	NPC476756
0.5667	Remote Similarity	NPC244982
0.566	Remote Similarity	NPC311092
0.566	Remote Similarity	NPC202389
0.5659	Remote Similarity	NPC469943
0.5659	Remote Similarity	NPC478138
0.5657	Remote Similarity	NPC475728
0.5656	Remote Similarity	NPC476290
0.5652	Remote Similarity	NPC469769
0.5643	Remote Similarity	NPC153007
0.5641	Remote Similarity	NPC474001
0.5636	Remote Similarity	NPC316186
0.5631	Remote Similarity	NPC91665
0.562	Remote Similarity	NPC24596
0.5619	Remote Similarity	NPC234193
0.5612	Remote Similarity	NPC271640
0.5607	Remote Similarity	NPC470384
0.5604	Remote Similarity	NPC4881
0.5604	Remote Similarity	NPC104138
0.5604	Remote Similarity	NPC261158
0.5604	Remote Similarity	NPC24216
0.5604	Remote Similarity	NPC306420
0.56	Remote Similarity	NPC110615
0.56	Remote Similarity	NPC470078

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC167419 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	94
0.1-0.2	413
0.2-0.3	2130
0.3-0.4	5154
0.4-0.5	1264
0.5-0.6	101
0.6-0.7	3
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
0.7184	Intermediate Similarity	NPD5771	Approved
0.7019	Intermediate Similarity	NPD5769	Clinical (unspecified phase)
0.6489	Remote Similarity	NPD6939	Phase 2
0.6489	Remote Similarity	NPD6938	Clinical (unspecified phase)
0.6106	Remote Similarity	NPD6404	Discontinued
0.5918	Remote Similarity	NPD5365	Phase 2
0.5802	Remote Similarity	NPD6330	Clinical (unspecified phase)
0.5786	Remote Similarity	NPD6789	Approved
0.578	Remote Similarity	NPD4723	Approved
0.578	Remote Similarity	NPD4722	Approved
0.5755	Remote Similarity	NPD3527	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD6914	Discontinued
0.5702	Remote Similarity	NPD2895	Discontinued
0.56	Remote Similarity	NPD4243	Approved

Structure

NPC167419 OpenBabel07101718282D 32 36 0 0 1 0 0 0 0 0999 V2000 1.8364 -2.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3364 -3.3147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3612 1.2330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4837 -1.9714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1638 -0.7804 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2157 0.0286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3497 0.5286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4152 1.6113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4097 1.5068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2157 -2.9714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6176 -1.4714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3497 -2.4714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7516 -0.9714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7213 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0817 -1.4714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8364 -2.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0303 0.4898 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.2157 -0.9714 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.0817 -2.4714 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.4837 0.0286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3364 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0085 0.6977 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.6176 0.5286 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.4837 -0.9714 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7431 -0.6691 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 6.3497 -1.4714 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.7516 0.0286 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.9478 -2.9714 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -0.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 6 7 1 0 0 0 0 6 19 1 0 0 0 0 7 21 2 0 0 0 0 8 9 1 0 0 0 0 8 23 1 0 0 0 0 9 24 1 0 0 0 0 10 12 1 0 0 0 0 10 20 1 0 0 0 0 11 13 1 0 0 0 0 11 25 1 0 0 0 0 12 28 1 0 0 0 0 13 29 1 0 0 0 0 14 18 1 0 0 0 0 14 26 2 0 0 0 0 15 19 1 0 0 0 0 15 20 1 0 0 0 0 16 22 2 0 0 0 0 16 27 1 0 0 0 0 17 22 1 0 0 0 0 18 3 1 1 0 0 0 18 23 1 0 0 0 0 19 28 1 1 0 0 0 20 30 1 6 0 0 0 21 24 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 23 29 1 1 0 0 0 24 29 1 1 0 0 0 25 28 1 1 0 0 0 26 31 1 0 0 0 0 27 31 2 0 0 0 0 27 32 1 0 0 0 0 28 4 1 1 0 0 0 29 5 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	21592303
ChEMBL	CHEMBL489759
ZINC

Physicochemical Properties

Molecular Weight:	436.35
ALogP:	1.1469
MLogP:	4.32
XLogP:	8.177
# Rotatable Bonds:	10
Polar Surface Area:	58.61
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	5
# Heavy Atoms:	32

Download Data

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Structure MOL file
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Biological Activities
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