NPASS Natural Product

Natural Product: NPC21324

Natural Product ID:	NPC21324
Common Name:	Malyngamide N
IUPAC Name:	(E,7S)-N-[(Z)-3-chloro-2-[(1S,6S)-4-methyl-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-6-yl]prop-2-enyl]-7-methoxy-N-methyltetradec-4-enamide
Synonyms:	Malyngamide N
Molecular Formula:	C26H40ClNO4
Standard InCHIKey:	NTWGVTHKTLNPTB-SERKONDUSA-N
Standard InCHI:	InChI=1S/C26H40ClNO4/c1-5-6-7-8-10-13-22(31-4)14-11-9-12-15-24(29)28(3)19-21(18-27)26-23(32-26)17-16-20(2)25(26)30/h9,11,16,18,22-23H,5-8,10,12-15,17,19H2,1-4H3/b11-9+,21-18-/t22-,23-,26-/m0/s1
Canonical SMILES:	CCCCCCC[C@@H](C/C=C/CCC(=O)N(C/C(=C/Cl)/[C@]12O[C@H]1CC=C(C2=O)C)C)OC
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO6701	Cinnamomum camphora	Species	Lauraceae	Eukaryota	UNPD*
NPO14059	Dickeya zeae	Species	Pectobacteriaceae	Bacteria	UNPD*
NPO16525	Luvunga eleutherandra	Species	Rutaceae	Eukaryota	UNPD*
NPO15408	Ophryosporus heptanthus	Species	Asteraceae	Eukaryota	UNPD*
NPO13880	Iris clarkei	Species	Iridaceae	Eukaryota	UNPD*

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	=	12000	nM	9548841

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 NPC21324 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	67
0.1-0.2	559
0.2-0.3	3616
0.3-0.4	16551
0.4-0.5	8732
0.5-0.6	1326
0.6-0.7	36
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	Natural Product ID
0.7636	Intermediate Similarity	NPC128501
0.7264	Intermediate Similarity	NPC81195
0.6772	Remote Similarity	NPC280498
0.6727	Remote Similarity	NPC53240
0.6696	Remote Similarity	NPC233932
0.6508	Remote Similarity	NPC200412
0.6508	Remote Similarity	NPC120599
0.6508	Remote Similarity	NPC156336
0.6341	Remote Similarity	NPC196073
0.6341	Remote Similarity	NPC195435
0.6311	Remote Similarity	NPC470072
0.624	Remote Similarity	NPC474497
0.624	Remote Similarity	NPC275100
0.6218	Remote Similarity	NPC77703
0.6212	Remote Similarity	NPC204639
0.6212	Remote Similarity	NPC321197
0.621	Remote Similarity	NPC46764
0.6198	Remote Similarity	NPC133420
0.616	Remote Similarity	NPC58281
0.6154	Remote Similarity	NPC477140
0.6154	Remote Similarity	NPC477143
0.6134	Remote Similarity	NPC316730
0.6126	Remote Similarity	NPC96621
0.6116	Remote Similarity	NPC474827
0.6116	Remote Similarity	NPC199831
0.6116	Remote Similarity	NPC68001
0.6116	Remote Similarity	NPC474828
0.6102	Remote Similarity	NPC476344
0.6102	Remote Similarity	NPC241426
0.6083	Remote Similarity	NPC314792
0.6077	Remote Similarity	NPC323532
0.6068	Remote Similarity	NPC150041
0.6063	Remote Similarity	NPC469597
0.6055	Remote Similarity	NPC286229
0.6019	Remote Similarity	NPC471768
0.6019	Remote Similarity	NPC471740
0.6015	Remote Similarity	NPC16709
0.6	Remote Similarity	NPC477964
0.5968	Remote Similarity	NPC266514
0.5966	Remote Similarity	NPC52820
0.5965	Remote Similarity	NPC475902
0.5954	Remote Similarity	NPC241050
0.5948	Remote Similarity	NPC193396
0.5948	Remote Similarity	NPC32944
0.5935	Remote Similarity	NPC470073
0.5929	Remote Similarity	NPC99864
0.592	Remote Similarity	NPC474099
0.5917	Remote Similarity	NPC264378
0.5906	Remote Similarity	NPC474411
0.5906	Remote Similarity	NPC475608
0.5906	Remote Similarity	NPC21713
0.5906	Remote Similarity	NPC474431
0.5893	Remote Similarity	NPC60951
0.5891	Remote Similarity	NPC145501
0.5887	Remote Similarity	NPC271269
0.5878	Remote Similarity	NPC471673
0.5868	Remote Similarity	NPC469551
0.5865	Remote Similarity	NPC475383
0.5865	Remote Similarity	NPC470277
0.5865	Remote Similarity	NPC156379
0.5862	Remote Similarity	NPC159568
0.5862	Remote Similarity	NPC477684
0.5857	Remote Similarity	NPC120420
0.5854	Remote Similarity	NPC318544
0.5854	Remote Similarity	NPC104161
0.5854	Remote Similarity	NPC469980
0.5854	Remote Similarity	NPC118902
0.5841	Remote Similarity	NPC2640
0.5827	Remote Similarity	NPC89408
0.582	Remote Similarity	NPC471699
0.5818	Remote Similarity	NPC209232
0.5798	Remote Similarity	NPC12727
0.5794	Remote Similarity	NPC307903
0.5794	Remote Similarity	NPC476276
0.5794	Remote Similarity	NPC140251
0.5789	Remote Similarity	NPC196381
0.5776	Remote Similarity	NPC142159
0.5776	Remote Similarity	NPC95364
0.5772	Remote Similarity	NPC474244
0.5772	Remote Similarity	NPC39996
0.5763	Remote Similarity	NPC248193
0.575	Remote Similarity	NPC94337
0.5746	Remote Similarity	NPC23963
0.5739	Remote Similarity	NPC471738
0.5734	Remote Similarity	NPC230889
0.5726	Remote Similarity	NPC6271
0.5726	Remote Similarity	NPC473144
0.5726	Remote Similarity	NPC17143
0.5726	Remote Similarity	NPC297281
0.5726	Remote Similarity	NPC474563
0.5726	Remote Similarity	NPC131366
0.5726	Remote Similarity	NPC47230
0.5726	Remote Similarity	NPC224270
0.5714	Remote Similarity	NPC143210
0.5714	Remote Similarity	NPC474716
0.5714	Remote Similarity	NPC469853
0.5714	Remote Similarity	NPC251330
0.5714	Remote Similarity	NPC476596
0.5714	Remote Similarity	NPC38830
0.5714	Remote Similarity	NPC47450
0.5714	Remote Similarity	NPC475690
0.5704	Remote Similarity	NPC473703
0.5704	Remote Similarity	NPC239252
0.5703	Remote Similarity	NPC113012
0.5703	Remote Similarity	NPC122926
0.5703	Remote Similarity	NPC63511
0.5703	Remote Similarity	NPC469603
0.5702	Remote Similarity	NPC472167
0.5702	Remote Similarity	NPC475614
0.5692	Remote Similarity	NPC159333
0.5691	Remote Similarity	NPC188785
0.5691	Remote Similarity	NPC224172
0.5691	Remote Similarity	NPC207885
0.5691	Remote Similarity	NPC469851
0.5691	Remote Similarity	NPC112613
0.569	Remote Similarity	NPC241507
0.5682	Remote Similarity	NPC475642
0.568	Remote Similarity	NPC64168
0.568	Remote Similarity	NPC75523
0.5678	Remote Similarity	NPC20713
0.5678	Remote Similarity	NPC32552
0.5678	Remote Similarity	NPC166110
0.5669	Remote Similarity	NPC322903
0.5667	Remote Similarity	NPC470978
0.5667	Remote Similarity	NPC471698
0.5667	Remote Similarity	NPC470974
0.5664	Remote Similarity	NPC477785
0.5664	Remote Similarity	NPC288281
0.5664	Remote Similarity	NPC477786
0.5664	Remote Similarity	NPC477784
0.5662	Remote Similarity	NPC318445
0.5662	Remote Similarity	NPC316133
0.5659	Remote Similarity	NPC170375
0.5652	Remote Similarity	NPC38576
0.5652	Remote Similarity	NPC291712
0.5652	Remote Similarity	NPC279859
0.5652	Remote Similarity	NPC322672
0.5648	Remote Similarity	NPC34672
0.5641	Remote Similarity	NPC280833
0.5639	Remote Similarity	NPC106791
0.5639	Remote Similarity	NPC201889
0.5635	Remote Similarity	NPC476328
0.5635	Remote Similarity	NPC154601
0.5634	Remote Similarity	NPC78189
0.563	Remote Similarity	NPC93027
0.563	Remote Similarity	NPC476597
0.563	Remote Similarity	NPC476598
0.563	Remote Similarity	NPC165383
0.5625	Remote Similarity	NPC277341
0.5625	Remote Similarity	NPC79277
0.5625	Remote Similarity	NPC226982
0.5625	Remote Similarity	NPC475481
0.562	Remote Similarity	NPC473291
0.562	Remote Similarity	NPC476275
0.5619	Remote Similarity	NPC477448
0.5619	Remote Similarity	NPC477449
0.5616	Remote Similarity	NPC315848
0.5616	Remote Similarity	NPC315210
0.5615	Remote Similarity	NPC7797
0.5614	Remote Similarity	NPC469809
0.5614	Remote Similarity	NPC474359
0.5612	Remote Similarity	NPC478136
0.561	Remote Similarity	NPC215253
0.561	Remote Similarity	NPC185253
0.561	Remote Similarity	NPC474985
0.5603	Remote Similarity	NPC266957
0.5603	Remote Similarity	NPC72513
0.5603	Remote Similarity	NPC473525
0.5603	Remote Similarity	NPC471739
0.56	Remote Similarity	NPC173690
0.56	Remote Similarity	NPC271059
0.56	Remote Similarity	NPC279833
0.56	Remote Similarity	NPC25666
0.56	Remote Similarity	NPC80439

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC21324 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	441
0.2-0.3	2878
0.3-0.4	4301
0.4-0.5	1374
0.5-0.6	92
0.6-0.7	1
0.7-0.8	0
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
0.6014	Remote Similarity	NPD8384	Approved
0.5929	Remote Similarity	NPD8415	Approved
0.5909	Remote Similarity	NPD7299	Clinical (unspecified phase)
0.5809	Remote Similarity	NPD8273	Phase 1
0.5794	Remote Similarity	NPD1452	Discontinued
0.5775	Remote Similarity	NPD8387	Clinical (unspecified phase)
0.5692	Remote Similarity	NPD1376	Discontinued
0.5662	Remote Similarity	NPD7642	Approved
0.5659	Remote Similarity	NPD7601	Clinical (unspecified phase)

Structure

CID21324 OpenBabel06191715342D 32 33 0 0 1 0 0 0 0 0999 V2000 -8.4055 6.7941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3622 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5217 4.3676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0433 5.8235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5650 7.2794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7244 6.7941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8839 7.2794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0433 6.7941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8406 5.3382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2028 7.2794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6811 5.8235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 5.8235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3622 6.7941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5217 5.3382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8406 5.3382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5217 -0.4853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6811 -0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.9118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6811 2.9118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5217 0.4853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8406 2.4265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3622 5.8235 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8406 -0.4853 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8406 4.3676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6811 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8406 0.4853 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8406 2.4265 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.6811 3.8824 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.8824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6811 1.9412 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2028 5.3382 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 5 1 0 0 0 0 2 20 1 0 0 0 0 3 28 1 0 0 0 0 4 31 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 10 1 0 0 0 0 9 11 2 0 0 0 0 9 12 1 0 0 0 0 10 13 1 0 0 0 0 11 14 1 0 0 0 0 12 15 1 0 0 0 0 14 22 1 0 0 0 0 15 24 1 0 0 0 0 16 17 1 0 0 0 0 16 20 2 0 0 0 0 17 23 1 0 0 0 0 18 21 2 0 0 0 0 18 27 1 0 0 0 0 19 21 1 0 0 0 0 19 28 1 0 0 0 0 20 25 1 0 0 0 0 22 13 1 1 0 0 0 22 31 1 0 0 0 0 23 26 1 6 0 0 0 23 32 1 0 0 0 0 24 28 1 0 0 0 0 24 29 2 0 0 0 0 25 26 1 0 0 0 0 25 30 2 0 0 0 0 26 21 1 1 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	10528184
ChEMBL	CHEMBL485775
ZINC

Physicochemical Properties

Molecular Weight:	465.26
ALogP:	-0.3027
MLogP:	3.66
XLogP:	4.772
# Rotatable Bonds:	21
Polar Surface Area:	59.14
# H-Bond Aceptor:	5
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	32

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Structure MOL file
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