NPASS Natural Product

Natural Product: NPC198644

Natural Product ID:	NPC198644
Common Name:	Norbatzelladine A
IUPAC Name:
Synonyms:
Molecular Formula:	C41H71N9O4
Standard InCHIKey:	DPZMUSXOHQXFRG-IEIJWRJASA-N
Standard InCHI:	InChI=1S/C41H71N9O4/c1-3-4-5-6-10-13-19-30-28-31-22-23-34-35(29(2)46-41(47-30)50(31)34)37(51)53-26-16-12-9-7-8-11-14-20-32-36(33-21-18-25-49(33)40(44)48-32)38(52)54-27-17-15-24-45-39(42)43/h29-32,34-35H,3-28H2,1-2H3,(H2,44,48)(H,46,47)(H4,42,43,45)/t29-,30-,31+,32-,34+,35+/m1/s1
Canonical SMILES:	CCCCCCCC[C@@H]1C[C@@H]2CC[C@@H]3N2C(=N[C@@H]([C@@H]3C(=O)OCCCCCCCCC[C@H]2NC(=N)N3C(=C2C(=O)OCCCCNC(=N)N)CCC3)C)N1
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
NPO8412	Monanchora arbuscula	Species	Crambeidae	Eukaryota		Caribbean		PMID[19743809]
NPO33489	clathria calla	Species	Microcionidae	Eukaryota		Caribbean		PMID[19743809]

Biological Activity

Activity Type	# Activity
GI50	3
IC50	1
Others	7

Activity Type	# Activity
Cell Line	10
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT81	Cell Line	A549	Homo sapiens	LC50	=	8600	nM	26821820
NPT82	Cell Line	MDA-MB-231	Homo sapiens	LC50	=	11400	nM	26821820
NPT1225	Organism	Plasmodium falciparum (isolate FcB1 / Columbia)	Plasmodium falciparum FcB1/Columbia	IC50	=	200	nM	PubChem BioAssay data set
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	1600	nM	20038159
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	=	3800	nM	DrugMatrix in vitro pharmacology data
NPT81	Cell Line	A549	Homo sapiens	GI50	=	2100	nM	23379671
NPT139	Cell Line	HT-29	Homo sapiens	TGI	=	3200	nM	DrugMatrix in vivo data: Pathology
NPT165	Cell Line	HeLa	Homo sapiens	TC50	=	4.7	nM	11520237
NPT81	Cell Line	A549	Homo sapiens	TGI	=	4600	nM	11520237
NPT82	Cell Line	MDA-MB-231	Homo sapiens	TGI	=	6400	nM	7853002
NPT139	Cell Line	HT-29	Homo sapiens	LC50	=	5700	nM	7853002

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 NPC198644 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	96
0.1-0.2	756
0.2-0.3	9467
0.3-0.4	15876
0.4-0.5	4432
0.5-0.6	233
0.6-0.7	17
0.7-0.8	8
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC311244
1.0	High Similarity	NPC324722
0.8583	High Similarity	NPC469387
0.813	Intermediate Similarity	NPC469423
0.7724	Intermediate Similarity	NPC469389
0.7724	Intermediate Similarity	NPC472737
0.7724	Intermediate Similarity	NPC469388
0.7627	Intermediate Similarity	NPC472736
0.7561	Intermediate Similarity	NPC467022
0.7246	Intermediate Similarity	NPC261730
0.7192	Intermediate Similarity	NPC477519
0.7172	Intermediate Similarity	NPC142761
0.6795	Remote Similarity	NPC322372
0.6795	Remote Similarity	NPC319334
0.6795	Remote Similarity	NPC327517
0.6582	Remote Similarity	NPC317377
0.6582	Remote Similarity	NPC321485
0.6454	Remote Similarity	NPC477518
0.6331	Remote Similarity	NPC471261
0.6299	Remote Similarity	NPC476449
0.6299	Remote Similarity	NPC3604
0.6296	Remote Similarity	NPC147238
0.622	Remote Similarity	NPC469424
0.6212	Remote Similarity	NPC87919
0.6067	Remote Similarity	NPC471256
0.6047	Remote Similarity	NPC471257
0.6045	Remote Similarity	NPC471259
0.6015	Remote Similarity	NPC471260
0.6013	Remote Similarity	NPC473955
0.5986	Remote Similarity	NPC478136
0.597	Remote Similarity	NPC133420
0.5959	Remote Similarity	NPC471263
0.594	Remote Similarity	NPC471258
0.5931	Remote Similarity	NPC471255
0.5862	Remote Similarity	NPC471262
0.5846	Remote Similarity	NPC150041
0.5845	Remote Similarity	NPC477121
0.5827	Remote Similarity	NPC304455
0.5827	Remote Similarity	NPC58281
0.5766	Remote Similarity	NPC271562
0.5758	Remote Similarity	NPC476344
0.5758	Remote Similarity	NPC472162
0.5758	Remote Similarity	NPC241426
0.5725	Remote Similarity	NPC470382
0.5725	Remote Similarity	NPC25033
0.5725	Remote Similarity	NPC119225
0.5725	Remote Similarity	NPC471635
0.5725	Remote Similarity	NPC476261
0.5724	Remote Similarity	NPC139867
0.5705	Remote Similarity	NPC473249
0.5705	Remote Similarity	NPC317654
0.5705	Remote Similarity	NPC96010
0.5695	Remote Similarity	NPC478139
0.5686	Remote Similarity	NPC475987
0.5686	Remote Similarity	NPC313348
0.5685	Remote Similarity	NPC245534
0.5669	Remote Similarity	NPC304454
0.5658	Remote Similarity	NPC120335
0.562	Remote Similarity	NPC477000
0.562	Remote Similarity	NPC477001
0.5616	Remote Similarity	NPC11379
0.5603	Remote Similarity	NPC79238

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC198644 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	89
0.1-0.2	295
0.2-0.3	1722
0.3-0.4	5462
0.4-0.5	1516
0.5-0.6	77
0.6-0.7	0
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
0.5793	Remote Similarity	NPD7739	Clinical (unspecified phase)
0.5743	Remote Similarity	NPD4816	Clinical (unspecified phase)
0.5742	Remote Similarity	NPD5767	Discontinued
0.5734	Remote Similarity	NPD961	Discontinued
0.5724	Remote Similarity	NPD1689	Approved
0.5705	Remote Similarity	NPD7747	Phase 1
0.5705	Remote Similarity	NPD7746	Phase 1
0.5682	Remote Similarity	NPD5349	Clinical (unspecified phase)
0.5673	Remote Similarity	NPD7591	Clinical (unspecified phase)
0.5646	Remote Similarity	NPD7624	Clinical (unspecified phase)
0.5646	Remote Similarity	NPD7623	Phase 3

Structure

NPC198644 OpenBabel07101718282D 54 58 0 0 1 0 0 0 0 0999 V2000 -7.6742 -2.8472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3759 -0.9325 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7191 -1.8482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8764 -1.3098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9888 -1.7705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1461 -1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4464 0.7437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3124 0.2437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5804 0.2437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2585 -1.6928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1784 0.7437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7143 0.7437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4157 -1.1544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0445 0.2437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3124 -2.7563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8483 0.2437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1784 -2.2563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8450 -2.3389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5282 -1.6151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9105 0.7437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.8505 -2.2344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7238 1.4471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2651 1.5962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3124 -3.7563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.2517 -1.4254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9823 0.7437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1784 -1.2563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7303 -0.0777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4450 -0.5671 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6854 -1.0767 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8876 0.4606 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.7765 0.2437 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.6425 -1.2563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7124 0.7018 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3842 0.2437 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.7765 -0.7563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2502 0.7437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9105 -1.2563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1784 -5.2563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.5086 0.2437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0449 -0.9990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3124 -5.7563 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.0445 -5.7563 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 14.3746 0.7437 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.1784 -4.2563 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8489 -1.1202 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7979 -1.5373 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.6425 0.7437 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 13.5086 -0.7563 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 2.2502 1.7437 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.9105 -2.2563 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1163 0.2437 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0445 -0.7563 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 10 1 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 8 11 1 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 16 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 17 1 0 0 0 0 15 24 1 0 0 0 0 16 26 1 0 0 0 0 17 27 1 0 0 0 0 18 21 1 0 0 0 0 18 25 1 0 0 0 0 21 33 1 0 0 0 0 22 23 1 0 0 0 0 24 45 1 0 0 0 0 25 49 1 0 0 0 0 26 53 1 0 0 0 0 27 54 1 0 0 0 0 28 30 1 0 0 0 0 28 31 1 0 0 0 0 29 2 1 1 0 0 0 29 35 1 0 0 0 0 29 46 1 0 0 0 0 30 19 1 6 0 0 0 30 47 1 0 0 0 0 31 22 1 6 0 0 0 31 50 1 0 0 0 0 32 20 1 1 0 0 0 32 36 1 0 0 0 0 32 48 1 0 0 0 0 33 36 2 0 0 0 0 33 49 1 0 0 0 0 34 23 1 1 0 0 0 34 35 1 0 0 0 0 34 50 1 0 0 0 0 35 37 1 1 0 0 0 36 38 1 0 0 0 0 37 51 2 0 0 0 0 37 53 1 0 0 0 0 38 52 2 0 0 0 0 38 54 1 0 0 0 0 39 42 2 0 0 0 0 39 43 1 0 0 0 0 39 45 1 0 0 0 0 40 44 2 0 0 0 0 40 48 1 0 0 0 0 40 49 1 0 0 0 0 41 46 2 0 0 0 0 41 47 1 0 0 0 0 41 50 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	44480474
ChEMBL	CHEMBL1077519
ZINC

Physicochemical Properties

Molecular Weight:	753.56
ALogP:	-7.9175
MLogP:	4.54
XLogP:	11.091
# Rotatable Bonds:	30
Polar Surface Area:	181.25
# H-Bond Aceptor:	13
# H-Bond Donor:	6
# Rings:	5
# Heavy Atoms:	54

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