NPASS Natural Product

Natural Product: NPC184473

Natural Product ID:	NPC184473
Common Name:	Sclerotiotide A
IUPAC Name:	(2E,4E,6E)-N-[(3S,6S,9S)-3,4-dimethyl-2,5,8-trioxo-6-propan-2-yl-1,4,7-triazacyclododec-9-yl]octa-2,4,6-trienamide
Synonyms:
Molecular Formula:	C22H34N4O4
Standard InCHIKey:	ZRECDKRYGORPRG-VUOPYGPLSA-N
Standard InCHI:	InChI=1S/C22H34N4O4/c1-6-7-8-9-10-13-18(27)24-17-12-11-14-23-20(28)16(4)26(5)22(30)19(15(2)3)25-21(17)29/h6-10,13,15-17,19H,11-12,14H2,1-5H3,(H,23,28)(H,24,27)(H,25,29)/b7-6+,9-8+,13-10+/t16-,17-,19-/m0/s1
Canonical SMILES:	C/C=C/C=C/C=C/C(=N[C@H]1CCCN=C(O)[C@@H](N(C(=O)[C@@H](N=C1O)C(C)C)C)C)O
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
NPO33363	aspergillus sclerotiorum pt06-1	Species	Aspergillaceae	Eukaryota				PMID[20503985]

Biological Activity

Activity Type	# Activity
MIC	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	7500	nM	18195056

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 NPC184473 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	45
0.1-0.2	1136
0.2-0.3	21239
0.3-0.4	6874
0.4-0.5	1179
0.5-0.6	341
0.6-0.7	62
0.7-0.8	10
0.8-0.85	1
0.85-0.9	0
0.9-0.95	2
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9481	High Similarity	NPC6902
0.9231	High Similarity	NPC284456
0.8471	Intermediate Similarity	NPC155230
0.7912	Intermediate Similarity	NPC469739
0.7333	Intermediate Similarity	NPC473495
0.7093	Intermediate Similarity	NPC31756
0.7073	Intermediate Similarity	NPC76297
0.7073	Intermediate Similarity	NPC196007
0.7073	Intermediate Similarity	NPC214532
0.7011	Intermediate Similarity	NPC476137
0.7011	Intermediate Similarity	NPC476156
0.7011	Intermediate Similarity	NPC476117
0.7011	Intermediate Similarity	NPC476243
0.6939	Remote Similarity	NPC475758
0.6932	Remote Similarity	NPC476302
0.6905	Remote Similarity	NPC266888
0.6905	Remote Similarity	NPC256312
0.6905	Remote Similarity	NPC209156
0.6905	Remote Similarity	NPC161774
0.6869	Remote Similarity	NPC13175
0.6869	Remote Similarity	NPC475791
0.6854	Remote Similarity	NPC84128
0.6854	Remote Similarity	NPC53858
0.6832	Remote Similarity	NPC476877
0.6771	Remote Similarity	NPC38172
0.6733	Remote Similarity	NPC475149
0.6733	Remote Similarity	NPC471097
0.6703	Remote Similarity	NPC472351
0.6699	Remote Similarity	NPC476876
0.6604	Remote Similarity	NPC251122
0.6559	Remote Similarity	NPC477539
0.6556	Remote Similarity	NPC23984
0.6517	Remote Similarity	NPC312315
0.6463	Remote Similarity	NPC84182
0.6463	Remote Similarity	NPC128005
0.646	Remote Similarity	NPC315188
0.6458	Remote Similarity	NPC475801
0.6458	Remote Similarity	NPC474593
0.6455	Remote Similarity	NPC296043
0.6442	Remote Similarity	NPC205176
0.6415	Remote Similarity	NPC207820
0.6413	Remote Similarity	NPC235078
0.6396	Remote Similarity	NPC329216
0.6392	Remote Similarity	NPC474576
0.6389	Remote Similarity	NPC476875
0.6374	Remote Similarity	NPC470783
0.6327	Remote Similarity	NPC471098
0.6327	Remote Similarity	NPC173763
0.6327	Remote Similarity	NPC62263
0.6263	Remote Similarity	NPC301010
0.6262	Remote Similarity	NPC171734
0.6228	Remote Similarity	NPC470652
0.6224	Remote Similarity	NPC477538
0.6216	Remote Similarity	NPC472536
0.6216	Remote Similarity	NPC103391
0.62	Remote Similarity	NPC280066
0.6195	Remote Similarity	NPC470544
0.6195	Remote Similarity	NPC239357
0.6186	Remote Similarity	NPC320057
0.6174	Remote Similarity	NPC160688
0.614	Remote Similarity	NPC470545
0.6121	Remote Similarity	NPC200964
0.6118	Remote Similarity	NPC306696
0.6118	Remote Similarity	NPC250953
0.6111	Remote Similarity	NPC59867
0.6105	Remote Similarity	NPC475975
0.6098	Remote Similarity	NPC243964
0.6087	Remote Similarity	NPC470546
0.6078	Remote Similarity	NPC473597
0.6068	Remote Similarity	NPC50520
0.6022	Remote Similarity	NPC475542
0.602	Remote Similarity	NPC275715
0.6017	Remote Similarity	NPC470654
0.6017	Remote Similarity	NPC470650
0.6017	Remote Similarity	NPC470653
0.5983	Remote Similarity	NPC273185
0.5966	Remote Similarity	NPC6975
0.5962	Remote Similarity	NPC475440
0.5955	Remote Similarity	NPC126186
0.5932	Remote Similarity	NPC202521
0.5926	Remote Similarity	NPC292299
0.5926	Remote Similarity	NPC34838
0.5922	Remote Similarity	NPC47076
0.5922	Remote Similarity	NPC134504
0.5909	Remote Similarity	NPC470781
0.5904	Remote Similarity	NPC105297
0.5889	Remote Similarity	NPC327272
0.5868	Remote Similarity	NPC470655
0.5868	Remote Similarity	NPC470651
0.5854	Remote Similarity	NPC263207
0.5849	Remote Similarity	NPC188785
0.5847	Remote Similarity	NPC476990
0.5824	Remote Similarity	NPC470782
0.581	Remote Similarity	NPC220234
0.5789	Remote Similarity	NPC80350
0.5789	Remote Similarity	NPC246005
0.5783	Remote Similarity	NPC6795
0.5769	Remote Similarity	NPC144780
0.5765	Remote Similarity	NPC262615
0.5765	Remote Similarity	NPC128559
0.5758	Remote Similarity	NPC324506
0.575	Remote Similarity	NPC252878
0.575	Remote Similarity	NPC471992
0.5738	Remote Similarity	NPC101719
0.573	Remote Similarity	NPC97614
0.5728	Remote Similarity	NPC116930
0.5702	Remote Similarity	NPC46427
0.5688	Remote Similarity	NPC323720
0.5688	Remote Similarity	NPC128303
0.5686	Remote Similarity	NPC315237
0.568	Remote Similarity	NPC200589
0.568	Remote Similarity	NPC300315
0.5667	Remote Similarity	NPC71684
0.566	Remote Similarity	NPC475188
0.5656	Remote Similarity	NPC22746
0.5656	Remote Similarity	NPC222466
0.5648	Remote Similarity	NPC301148
0.5648	Remote Similarity	NPC124554
0.5648	Remote Similarity	NPC5864
0.5645	Remote Similarity	NPC319766
0.5639	Remote Similarity	NPC316008
0.5639	Remote Similarity	NPC313867
0.5636	Remote Similarity	NPC241394
0.5636	Remote Similarity	NPC475637
0.5635	Remote Similarity	NPC255447
0.5635	Remote Similarity	NPC130309
0.5625	Remote Similarity	NPC277341
0.5625	Remote Similarity	NPC226982
0.5614	Remote Similarity	NPC314550
0.5612	Remote Similarity	NPC470943
0.5603	Remote Similarity	NPC473819
0.5603	Remote Similarity	NPC33742
0.56	Remote Similarity	NPC473322
0.56	Remote Similarity	NPC111428

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC184473 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	62
0.1-0.2	229
0.2-0.3	4173
0.3-0.4	3778
0.4-0.5	803
0.5-0.6	101
0.6-0.7	13
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
0.7126	Intermediate Similarity	NPD7762	Phase 2
0.7126	Intermediate Similarity	NPD7763	Phase 2
0.6854	Remote Similarity	NPD2683	Discontinued
0.6739	Remote Similarity	NPD7760	Phase 2
0.6739	Remote Similarity	NPD7759	Phase 2
0.6559	Remote Similarity	NPD3723	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD4815	Discontinued
0.6139	Remote Similarity	NPD7841	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD1125	Discovery
0.6118	Remote Similarity	NPD322	Phase 1
0.6047	Remote Similarity	NPD620	Approved
0.6042	Remote Similarity	NPD5791	Phase 2
0.6023	Remote Similarity	NPD265	Phase 3
0.6023	Remote Similarity	NPD266	Phase 3
0.6019	Remote Similarity	NPD8038	Phase 2
0.5949	Remote Similarity	NPD1456	Approved
0.5918	Remote Similarity	NPD3177	Phase 3
0.59	Remote Similarity	NPD4780	Clinical (unspecified phase)
0.59	Remote Similarity	NPD5792	Clinical (unspecified phase)
0.59	Remote Similarity	NPD4261	Phase 1
0.5872	Remote Similarity	NPD2147	Approved
0.5833	Remote Similarity	NPD3733	Clinical (unspecified phase)
0.5765	Remote Similarity	NPD6438	Approved
0.5765	Remote Similarity	NPD6437	Approved
0.576	Remote Similarity	NPD6919	Clinical (unspecified phase)
0.5755	Remote Similarity	NPD6120	Clinical (unspecified phase)
0.5752	Remote Similarity	NPD2090	Approved
0.5741	Remote Similarity	NPD6122	Discontinued
0.5686	Remote Similarity	NPD6699	Clinical (unspecified phase)
0.5679	Remote Similarity	NPD9425	Approved
0.566	Remote Similarity	NPD4825	Clinical (unspecified phase)
0.5645	Remote Similarity	NPD5339	Clinical (unspecified phase)
0.561	Remote Similarity	NPD3125	Approved

Structure

NPC184473 OpenBabel07101718322D 30 30 0 0 1 0 0 0 0 0999 V2000 1.5343 11.3901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5908 0.1413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0391 1.8143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2588 -0.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2588 -0.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7932 10.4242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0860 9.7171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3449 8.7511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6378 8.0440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8966 7.0781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 3.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 3.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1895 6.3710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3660 2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3320 1.1072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 3.7321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4483 5.4051 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 1.3660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.2321 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 2.3660 1.3660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2588 4.6980 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 2.3660 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 1.4142 5.1463 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5731 -0.2071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5731 3.9392 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5731 -0.2071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 15 1 0 0 0 0 3 15 1 0 0 0 0 5 26 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 8 9 2 0 0 0 0 9 10 1 0 0 0 0 10 13 2 0 0 0 0 11 12 1 0 0 0 0 11 14 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 23 1 0 0 0 0 16 4 1 6 0 0 0 16 20 1 0 0 0 0 16 26 1 0 0 0 0 17 21 1 0 0 0 0 17 24 1 1 0 0 0 18 24 2 3 0 0 0 18 27 1 0 0 0 0 19 15 1 6 0 0 0 19 22 1 0 0 0 0 19 25 1 0 0 0 0 20 23 2 3 0 0 0 20 28 1 0 0 0 0 21 25 2 3 0 0 0 21 29 1 0 0 0 0 22 26 1 0 0 0 0 22 30 2 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	46849843
ChEMBL	CHEMBL1163596
ZINC

Physicochemical Properties

Molecular Weight:	418.26
ALogP:	0.3232
MLogP:	3
XLogP:	2.666
# Rotatable Bonds:	13
Polar Surface Area:	118.08
# H-Bond Aceptor:	8
# H-Bond Donor:	3
# Rings:	1
# Heavy Atoms:	30

Download Data

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General Info & Identifiers & Properties
Structure MOL file
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Biological Activities
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