NPASS Natural Product

Natural Product: NPC56058

Natural Product ID:	NPC56058
Common Name:	Hoiamide A
IUPAC Name:
Synonyms:
Molecular Formula:	C44H71N5O10S3
Standard InCHIKey:	AJORQYDPWJZVAU-KCIYAEAGSA-N
Standard InCHI:	InChI=1S/C44H71N5O10S3/c1-14-16-23(6)33(51)25(8)36-24(7)29(57-13)17-30-45-28(18-60-30)38-48-44(12,20-61-38)42-49-43(11,19-62-42)41(56)47-31(22(5)15-2)34(52)26(9)39(54)58-35(21(3)4)37(53)46-32(27(10)50)40(55)59-36/h18,21-27,29,31-36,50-52H,14-17,19-20H2,1-13H3,(H,46,53)(H,47,56)/t22-,23+,24-,25-,26+,27+,29-,31-,32-,33-,34-,35-,36-,43+,44+/m0/s1
Canonical SMILES:	CCC[C@H]([C@@H]([C@@H]([C@H]1OC(=O)[C@@H](N=C(O)[C@@H](OC(=O)[C@H](C)[C@H](O)[C@@H](N=C([C@@]2(N=C([C@@]3(N=C(c4nc(C[C@@H]([C@@H]1C)OC)sc4)SC3)C)SC2)C)O)[C@H](CC)C)C(C)C)[C@H](O)C)C)O)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
NPO33200	symploca sp.	Species	Microcoleaceae	Bacteria		Papua New Guinea		PMID[20687534]

Biological Activity

Activity Type	# Activity
EC50	1
IC50	3

Activity Type	# Activity
Cell Line	1
Others	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		EC50	=	1700	nM	24900715
NPT2	Others	Unspecified		IC50	=	45.6	nM	24900715
NPT2	Others	Unspecified		IC50	=	2100	nM	15974618
NPT397	Cell Line	NCI-H460	Homo sapiens	IC50	=	11200	nM	15974618

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 NPC56058 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	121
0.1-0.2	1719
0.2-0.3	16423
0.3-0.4	11095
0.4-0.5	1379
0.5-0.6	77
0.6-0.7	64
0.7-0.8	10
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC522
0.7824	Intermediate Similarity	NPC473704
0.7765	Intermediate Similarity	NPC134480
0.7471	Intermediate Similarity	NPC475554
0.7429	Intermediate Similarity	NPC132662
0.7294	Intermediate Similarity	NPC210424
0.7241	Intermediate Similarity	NPC164006
0.7235	Intermediate Similarity	NPC216720
0.7222	Intermediate Similarity	NPC469801
0.7206	Intermediate Similarity	NPC469858
0.7124	Intermediate Similarity	NPC267605
0.6981	Remote Similarity	NPC74917
0.6943	Remote Similarity	NPC89592
0.6937	Remote Similarity	NPC120917
0.6928	Remote Similarity	NPC135558
0.6726	Remote Similarity	NPC475390
0.6688	Remote Similarity	NPC51692
0.6591	Remote Similarity	NPC127775
0.6591	Remote Similarity	NPC474538
0.657	Remote Similarity	NPC82436
0.657	Remote Similarity	NPC474068
0.657	Remote Similarity	NPC474103
0.657	Remote Similarity	NPC474064
0.6554	Remote Similarity	NPC231110
0.6552	Remote Similarity	NPC474515
0.6552	Remote Similarity	NPC206724
0.6532	Remote Similarity	NPC474079
0.6532	Remote Similarity	NPC474102
0.6532	Remote Similarity	NPC474080
0.6532	Remote Similarity	NPC475683
0.6532	Remote Similarity	NPC21449
0.6532	Remote Similarity	NPC157194
0.6517	Remote Similarity	NPC312887
0.6497	Remote Similarity	NPC52587
0.6494	Remote Similarity	NPC185665
0.6494	Remote Similarity	NPC474094
0.6494	Remote Similarity	NPC474067
0.6494	Remote Similarity	NPC475737
0.6477	Remote Similarity	NPC202591
0.6477	Remote Similarity	NPC212214
0.6457	Remote Similarity	NPC474090
0.6457	Remote Similarity	NPC109498
0.6457	Remote Similarity	NPC154873
0.6457	Remote Similarity	NPC163147
0.6457	Remote Similarity	NPC252616
0.6457	Remote Similarity	NPC61667
0.6457	Remote Similarity	NPC45576
0.6457	Remote Similarity	NPC32583
0.6441	Remote Similarity	NPC21126
0.6429	Remote Similarity	NPC101980
0.6429	Remote Similarity	NPC470146
0.6429	Remote Similarity	NPC97078
0.642	Remote Similarity	NPC268063
0.642	Remote Similarity	NPC224609
0.6395	Remote Similarity	NPC474069
0.6369	Remote Similarity	NPC214375
0.6369	Remote Similarity	NPC237219
0.6369	Remote Similarity	NPC103268
0.6301	Remote Similarity	NPC319751
0.6193	Remote Similarity	NPC119481
0.6173	Remote Similarity	NPC165538
0.6162	Remote Similarity	NPC24990
0.6136	Remote Similarity	NPC473398
0.6089	Remote Similarity	NPC50274
0.6073	Remote Similarity	NPC263485
0.6073	Remote Similarity	NPC25316
0.6073	Remote Similarity	NPC229160
0.6071	Remote Similarity	NPC122427
0.6071	Remote Similarity	NPC329961
0.6059	Remote Similarity	NPC474070
0.6057	Remote Similarity	NPC190329
0.6053	Remote Similarity	NPC161242
0.603	Remote Similarity	NPC239660
0.603	Remote Similarity	NPC106235
0.6021	Remote Similarity	NPC475330
0.599	Remote Similarity	NPC174652
0.5969	Remote Similarity	NPC475534
0.5969	Remote Similarity	NPC476080
0.587	Remote Similarity	NPC315252
0.582	Remote Similarity	NPC34319
0.581	Remote Similarity	NPC14877
0.581	Remote Similarity	NPC145178
0.581	Remote Similarity	NPC475350
0.574	Remote Similarity	NPC475604
0.5728	Remote Similarity	NPC251036
0.5707	Remote Similarity	NPC476103
0.5679	Remote Similarity	NPC201968
0.5673	Remote Similarity	NPC314254
0.5673	Remote Similarity	NPC313966
0.5661	Remote Similarity	NPC222391
0.5655	Remote Similarity	NPC475568
0.5654	Remote Similarity	NPC256912

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC56058 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	112
0.1-0.2	604
0.2-0.3	3881
0.3-0.4	3799
0.4-0.5	730
0.5-0.6	27
0.6-0.7	7
0.7-0.8	1
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
0.7059	Intermediate Similarity	NPD6915	Approved
0.6774	Remote Similarity	NPD9579	Approved
0.6494	Remote Similarity	NPD6907	Phase 2
0.6441	Remote Similarity	NPD6910	Phase 3
0.6429	Remote Similarity	NPD6916	Clinical (unspecified phase)
0.6348	Remote Similarity	NPD6911	Discontinued
0.619	Remote Similarity	NPD2957	Phase 2
0.603	Remote Similarity	NPD8339	Clinical (unspecified phase)
0.5652	Remote Similarity	NPD7916	Approved
0.5652	Remote Similarity	NPD7915	Approved
0.5606	Remote Similarity	NPD7977	Clinical (unspecified phase)

Structure

NPC56058 OpenBabel07101718332D 62 65 0 0 1 0 0 0 0 0999 V2000 -2.5621 7.7205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3546 -4.0015 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0882 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0882 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5490 -2.3972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1544 6.0929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0271 4.1687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7468 4.4653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8008 -1.3542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6272 3.9571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4897 -2.4555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4372 -1.2205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2845 4.2637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6224 7.3785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9586 -3.0833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4487 6.3937 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0401 2.8575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8379 1.7866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5443 -0.9115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5971 -0.0729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5882 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5557 -2.2812 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2148 5.7509 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.0852 3.1704 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8072 4.1233 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.0348 -0.7114 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.8008 2.9723 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1267 1.0836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5443 3.0751 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5995 2.5296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1596 -1.3629 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.0348 2.3295 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0411 4.7661 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6353 -1.0883 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.5882 0.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6335 3.1385 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.5244 1.3545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1267 0.5344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3366 -0.2526 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6353 2.7064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0852 -1.5524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5995 -0.9115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5443 -1.4570 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.2465 -0.4908 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7617 1.5428 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3366 1.8706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6335 -1.5205 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 -1.0401 -1.2395 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.7405 2.6302 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1014 4.4241 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2324 -1.8905 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4974 1.5851 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2302 -0.7014 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2324 3.5085 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0271 -2.5507 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2575 4.0330 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5244 0.2635 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1596 2.9810 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3891 2.6802 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.4106 0.4397 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.0719 -0.6388 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 21 1 0 0 0 0 4 21 1 0 0 0 0 13 57 1 0 0 0 0 14 16 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 29 1 0 0 0 0 17 30 1 0 0 0 0 18 28 2 0 0 0 0 18 60 1 0 0 0 0 19 43 1 0 0 0 0 19 62 1 0 0 0 0 20 44 1 0 0 0 0 20 61 1 0 0 0 0 22 5 1 6 0 0 0 23 6 1 6 0 0 0 23 33 1 0 0 0 0 24 7 1 1 0 0 0 24 29 1 0 0 0 0 24 36 1 0 0 0 0 25 8 1 1 0 0 0 25 33 1 0 0 0 0 26 9 1 1 0 0 0 26 34 1 0 0 0 0 26 39 1 0 0 0 0 27 10 1 6 0 0 0 27 50 1 0 0 0 0 28 38 1 0 0 0 0 28 45 1 0 0 0 0 29 57 1 1 0 0 0 30 45 2 0 0 0 0 30 60 1 0 0 0 0 31 22 1 1 0 0 0 31 34 1 0 0 0 0 31 47 1 0 0 0 0 32 27 1 1 0 0 0 32 40 1 0 0 0 0 32 46 1 0 0 0 0 33 51 1 6 0 0 0 34 52 1 1 0 0 0 35 21 1 1 0 0 0 35 37 1 0 0 0 0 35 58 1 0 0 0 0 36 25 1 6 0 0 0 36 59 1 0 0 0 0 37 46 2 3 0 0 0 37 53 1 0 0 0 0 38 48 2 0 0 0 0 38 61 1 0 0 0 0 39 54 2 0 0 0 0 39 58 1 0 0 0 0 40 55 2 0 0 0 0 40 59 1 0 0 0 0 41 43 1 0 0 0 0 41 47 2 3 0 0 0 41 56 1 0 0 0 0 42 44 1 0 0 0 0 42 49 2 0 0 0 0 42 62 1 0 0 0 0 43 11 1 6 0 0 0 43 49 1 0 0 0 0 44 12 1 6 0 0 0 44 48 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	49864267
ChEMBL	CHEMBL1215858
ZINC

Physicochemical Properties

Molecular Weight:	925.44
ALogP:	0.6136
MLogP:	4.32
XLogP:	6.217
# Rotatable Bonds:	28
Polar Surface Area:	304.15
# H-Bond Aceptor:	15
# H-Bond Donor:	5
# Rings:	4
# Heavy Atoms:	62

Download Data

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