NPASS Natural Product

Natural Product: NPC164006

Natural Product ID:	NPC164006
Common Name:	27-Deoxylyngbyabellin A
IUPAC Name:
Synonyms:
Molecular Formula:	C29H40Cl2N4O6S2
Standard InCHIKey:	MXKVWNSSDRMDBC-PWZKMPOXSA-N
Standard InCHI:	InChI=1S/C29H40Cl2N4O6S2/c1-8-16(4)21-24-34-18(14-42-24)26(38)40-19(10-9-11-29(7,30)31)28(5,6)27(39)41-22(15(2)3)25-33-17(13-43-25)23(37)32-12-20(36)35-21/h13-16,19,21-22H,8-12H2,1-7H3,(H,32,37)(H,35,36)/t16-,19-,21-,22-/m0/s1
Canonical SMILES:	CC[C@@H]([C@@H]1N=C(O)CN=C(O)c2csc(n2)[C@@H](OC(=O)C([C@@H](OC(=O)c2nc1sc2)CCCC(Cl)(Cl)C)(C)C)C(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
NPO30186	Lyngbya bouillonii	Species	Oscillatoriaceae	Bacteria				PMID[20704304]

Biological Activity

Activity Type	# Activity
IC50	2

Activity Type	# Activity
Cell Line	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	7.3	nM	20055495
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	12	nM	15686887

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 NPC164006 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	1611
0.2-0.3	18416
0.3-0.4	9600
0.4-0.5	990
0.5-0.6	63
0.6-0.7	73
0.7-0.8	9
0.8-0.85	0
0.85-0.9	4
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9684	High Similarity	NPC132662
0.9057	High Similarity	NPC475554
0.8896	High Similarity	NPC134480
0.8841	High Similarity	NPC473704
0.8805	High Similarity	NPC216720
0.875	High Similarity	NPC210424
0.7436	Intermediate Similarity	NPC89592
0.7289	Intermediate Similarity	NPC475390
0.7241	Intermediate Similarity	NPC56058
0.7241	Intermediate Similarity	NPC522
0.7179	Intermediate Similarity	NPC51692
0.7169	Intermediate Similarity	NPC469801
0.7143	Intermediate Similarity	NPC74917
0.7099	Intermediate Similarity	NPC120917
0.7078	Intermediate Similarity	NPC214375
0.6989	Remote Similarity	NPC237219
0.6962	Remote Similarity	NPC267605
0.6897	Remote Similarity	NPC50274
0.6772	Remote Similarity	NPC135558
0.6726	Remote Similarity	NPC103268
0.6629	Remote Similarity	NPC119481
0.6571	Remote Similarity	NPC473398
0.6552	Remote Similarity	NPC319751
0.6519	Remote Similarity	NPC231110
0.6517	Remote Similarity	NPC154873
0.6484	Remote Similarity	NPC312887
0.648	Remote Similarity	NPC165538
0.648	Remote Similarity	NPC268063
0.648	Remote Similarity	NPC224609
0.6464	Remote Similarity	NPC474538
0.6462	Remote Similarity	NPC122427
0.6461	Remote Similarity	NPC185665
0.6461	Remote Similarity	NPC475737
0.6461	Remote Similarity	NPC474067
0.6461	Remote Similarity	NPC474094
0.6425	Remote Similarity	NPC61667
0.6425	Remote Similarity	NPC45576
0.6425	Remote Similarity	NPC109498
0.6425	Remote Similarity	NPC163147
0.6425	Remote Similarity	NPC32583
0.6425	Remote Similarity	NPC474090
0.6425	Remote Similarity	NPC252616
0.6413	Remote Similarity	NPC222391
0.64	Remote Similarity	NPC190329
0.6398	Remote Similarity	NPC256912
0.6398	Remote Similarity	NPC34319
0.6378	Remote Similarity	NPC329961
0.6374	Remote Similarity	NPC127775
0.6374	Remote Similarity	NPC52587
0.6364	Remote Similarity	NPC474069
0.6354	Remote Similarity	NPC202591
0.6354	Remote Similarity	NPC212214
0.6348	Remote Similarity	NPC82436
0.6348	Remote Similarity	NPC474103
0.6348	Remote Similarity	NPC474068
0.6348	Remote Similarity	NPC474064
0.6319	Remote Similarity	NPC21126
0.6313	Remote Similarity	NPC475683
0.6313	Remote Similarity	NPC474102
0.6313	Remote Similarity	NPC474079
0.6313	Remote Similarity	NPC157194
0.6313	Remote Similarity	NPC474080
0.6313	Remote Similarity	NPC21449
0.6304	Remote Similarity	NPC201014
0.6304	Remote Similarity	NPC110129
0.6283	Remote Similarity	NPC161242
0.6243	Remote Similarity	NPC474515
0.6243	Remote Similarity	NPC206724
0.6223	Remote Similarity	NPC97078
0.6223	Remote Similarity	NPC101980
0.6223	Remote Similarity	NPC470146
0.6218	Remote Similarity	NPC229160
0.6218	Remote Similarity	NPC25316
0.6218	Remote Similarity	NPC263485
0.6198	Remote Similarity	NPC476080
0.6198	Remote Similarity	NPC475534
0.6196	Remote Similarity	NPC315252
0.6166	Remote Similarity	NPC475330
0.6141	Remote Similarity	NPC217981
0.6138	Remote Similarity	NPC24990
0.6134	Remote Similarity	NPC174652
0.6127	Remote Similarity	NPC474070
0.6105	Remote Similarity	NPC476103
0.6095	Remote Similarity	NPC475350
0.6095	Remote Similarity	NPC14877
0.6095	Remote Similarity	NPC145178
0.6081	Remote Similarity	NPC469858
0.6009	Remote Similarity	NPC251036
0.5911	Remote Similarity	NPC475196
0.5854	Remote Similarity	NPC239660
0.5854	Remote Similarity	NPC106235
0.585	Remote Similarity	NPC96016
0.5726	Remote Similarity	NPC313966
0.5726	Remote Similarity	NPC314254
0.5714	Remote Similarity	NPC476829
0.5706	Remote Similarity	NPC145047
0.5706	Remote Similarity	NPC86490
0.5706	Remote Similarity	NPC137705
0.5632	Remote Similarity	NPC275393
0.5632	Remote Similarity	NPC475604

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC164006 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	105
0.1-0.2	575
0.2-0.3	3329
0.3-0.4	4307
0.4-0.5	808
0.5-0.6	31
0.6-0.7	6
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
0.6486	Remote Similarity	NPD6916	Clinical (unspecified phase)
0.6461	Remote Similarity	NPD6907	Phase 2
0.6444	Remote Similarity	NPD6915	Approved
0.6319	Remote Similarity	NPD6910	Phase 3
0.623	Remote Similarity	NPD6911	Discontinued
0.6024	Remote Similarity	NPD9579	Approved
0.5854	Remote Similarity	NPD8339	Clinical (unspecified phase)
0.5838	Remote Similarity	NPD2957	Phase 2
0.5637	Remote Similarity	NPD6632	Clinical (unspecified phase)

Structure

NPC164006 OpenBabel07101718232D 43 45 0 0 1 0 0 0 0 0999 V2000 -4.2159 3.7933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8522 -1.2748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0127 -0.1143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3853 4.2838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2234 -1.6360 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3516 -1.9325 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0807 -2.3038 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5458 3.1233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9096 -0.8939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9633 -0.8443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3398 -1.7381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5024 3.1723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1633 1.9783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8398 1.5687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0974 -0.3595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6306 3.3685 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7379 2.2711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4343 1.2404 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5332 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0307 3.1723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9606 2.6985 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4274 0.3105 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4274 2.6985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2711 2.2711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7379 0.7379 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2711 0.7379 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5024 -0.1633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0307 -0.1633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2860 -1.7877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2364 -2.7340 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.8021 -0.9930 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2949 1.5045 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4343 1.7686 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5332 3.0090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1790 4.1081 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0974 3.3685 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1154 0.3077 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3542 -1.0991 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9606 0.3105 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 -2.7582 2.0841 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.1633 1.0307 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 15 1 0 0 0 0 3 15 1 0 0 0 0 5 28 1 0 0 0 0 6 28 1 0 0 0 0 7 29 1 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 11 1 0 0 0 0 11 29 1 0 0 0 0 12 20 1 0 0 0 0 12 32 1 0 0 0 0 13 17 2 0 0 0 0 13 43 1 0 0 0 0 14 18 2 0 0 0 0 14 42 1 0 0 0 0 16 4 1 6 0 0 0 17 23 1 0 0 0 0 17 33 1 0 0 0 0 18 26 1 0 0 0 0 18 34 1 0 0 0 0 19 10 1 6 0 0 0 19 28 1 0 0 0 0 19 40 1 0 0 0 0 20 35 2 3 0 0 0 20 36 1 0 0 0 0 21 16 1 6 0 0 0 21 24 1 0 0 0 0 21 35 1 0 0 0 0 22 15 1 6 0 0 0 22 25 1 0 0 0 0 22 41 1 0 0 0 0 23 32 2 3 0 0 0 23 37 1 0 0 0 0 24 34 2 0 0 0 0 24 42 1 0 0 0 0 25 33 2 0 0 0 0 25 43 1 0 0 0 0 26 38 2 0 0 0 0 26 40 1 0 0 0 0 27 28 1 0 0 0 0 27 39 2 0 0 0 0 27 41 1 0 0 0 0 29 30 1 0 0 0 0 29 31 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	46939691
ChEMBL	CHEMBL1223738
ZINC

Physicochemical Properties

Molecular Weight:	674.18
ALogP:	2.0292
MLogP:	3.11
XLogP:	6.106
# Rotatable Bonds:	18
Polar Surface Area:	200.04
# H-Bond Aceptor:	10
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	43

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General Info & Identifiers & Properties
Structure MOL file
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Biological Activities
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