NPASS Natural Product

Natural Product: NPC34319

Natural Product ID:	NPC34319
Common Name:	Venturamide B
IUPAC Name:
Synonyms:
Molecular Formula:	C22H26N6O5S2
Standard InCHIKey:	BJJVHBJYOXGRRO-XEQNPHJVSA-N
Standard InCHI:	InChI=1S/C22H26N6O5S2/c1-8(2)14-21-24-12(6-34-21)17(30)23-9(3)20-28-16(11(5)33-20)19(32)27-15(10(4)29)22-25-13(7-35-22)18(31)26-14/h6-10,14-15,29H,1-5H3,(H,23,30)(H,26,31)(H,27,32)/t9-,10-,14-,15-/m1/s1
Canonical SMILES:	C[C@H]([C@H]1N=C(O)c2nc(oc2C)[C@@H](C)N=C(O)c2nc([C@H](N=C(c3nc1sc3)O)C(C)C)sc2)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
NPO31273	Oscillatoria sp.	Species	Oscillatoriaceae	Bacteria				PMID[17328572]

Biological Activity

Activity Type	# Activity
IC50	7

Activity Type	# Activity
Cell Line	3
Organism	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT189	Cell Line	Vero	Chlorocebus aethiops	IC50	=	56000	nM	17328572
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	54000	nM	17328572
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	IC50	=	15800	nM	17328572
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	5200	nM	17328572
NPT633	Organism	Leishmania donovani	Leishmania donovani	IC50	>	19000	nM	17328572
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	5200	nM	18973386
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	>	54000	nM	18973386

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 NPC34319 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	237
0.1-0.2	10060
0.2-0.3	17114
0.3-0.4	3075
0.4-0.5	275
0.5-0.6	105
0.6-0.7	12
0.7-0.8	4
0.8-0.85	0
0.85-0.9	2
0.9-0.95	2
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9671	High Similarity	NPC110129
0.9671	High Similarity	NPC201014
0.9545	High Similarity	NPC222391
0.9487	High Similarity	NPC256912
0.9474	High Similarity	NPC217981
0.8782	High Similarity	NPC50274
0.8509	High Similarity	NPC237219
0.7424	Intermediate Similarity	NPC235866
0.7226	Intermediate Similarity	NPC51692
0.7124	Intermediate Similarity	NPC214375
0.7044	Intermediate Similarity	NPC89592
0.6871	Remote Similarity	NPC74917
0.6829	Remote Similarity	NPC120917
0.6815	Remote Similarity	NPC135558
0.6766	Remote Similarity	NPC103268
0.6687	Remote Similarity	NPC267605
0.6628	Remote Similarity	NPC475390
0.655	Remote Similarity	NPC315872
0.6398	Remote Similarity	NPC164006
0.6316	Remote Similarity	NPC132662
0.6045	Remote Similarity	NPC469801
0.6016	Remote Similarity	NPC315061
0.6	Remote Similarity	NPC315411
0.5989	Remote Similarity	NPC210424
0.5959	Remote Similarity	NPC473704
0.5936	Remote Similarity	NPC216720
0.5907	Remote Similarity	NPC134480
0.5899	Remote Similarity	NPC49195
0.5897	Remote Similarity	NPC475534
0.5897	Remote Similarity	NPC161242
0.5897	Remote Similarity	NPC476080
0.5895	Remote Similarity	NPC475554
0.582	Remote Similarity	NPC522
0.582	Remote Similarity	NPC56058
0.5811	Remote Similarity	NPC476830
0.5787	Remote Similarity	NPC475330
0.5766	Remote Similarity	NPC476826
0.5766	Remote Similarity	NPC476827
0.5766	Remote Similarity	NPC476831
0.5758	Remote Similarity	NPC25316
0.5758	Remote Similarity	NPC229160
0.5758	Remote Similarity	NPC263485
0.5758	Remote Similarity	NPC174652
0.574	Remote Similarity	NPC477219
0.5722	Remote Similarity	NPC476103
0.5714	Remote Similarity	NPC37924
0.5689	Remote Similarity	NPC325683
0.5689	Remote Similarity	NPC476828
0.5683	Remote Similarity	NPC319751
0.5668	Remote Similarity	NPC14101
0.5658	Remote Similarity	NPC477218
0.5614	Remote Similarity	NPC299035
0.5614	Remote Similarity	NPC177432
0.561	Remote Similarity	NPC122427
0.561	Remote Similarity	NPC329961

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC34319 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	129
0.1-0.2	1501
0.2-0.3	4031
0.3-0.4	3026
0.4-0.5	448
0.5-0.6	24
0.6-0.7	2
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
0.655	Remote Similarity	NPD6444	Clinical (unspecified phase)
0.6049	Remote Similarity	NPD7896	Approved
0.5969	Remote Similarity	NPD2623	Phase 1
0.5774	Remote Similarity	NPD9579	Approved

Structure

CID34319 OpenBabel06191715362D 35 38 0 0 1 0 0 0 0 0999 V2000 1.7802 -3.5974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5644 -3.6042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5049 3.0656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2340 2.4493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8854 1.4211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6067 0.0145 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4383 -0.7728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6743 -3.0857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6443 2.5775 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7594 1.5627 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.4033 2.3161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5053 0.0016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0118 -1.5387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6782 -2.0556 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8728 1.0373 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9547 3.0948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5208 1.0320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8805 -2.0542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0486 2.5809 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7519 3.0931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5843 -1.5418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8884 0.0068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6287 1.5471 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5992 -0.5123 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0040 -0.5087 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7861 -1.5406 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0328 1.5509 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8459 2.5792 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.7899 1.5744 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3894 1.5204 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8766 -3.0506 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8085 3.0890 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3019 2.3153 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1463 -0.7571 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 8 1 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 6 34 1 0 0 0 0 7 13 2 0 0 0 0 7 35 1 0 0 0 0 9 3 1 1 0 0 0 9 20 1 0 0 0 0 9 23 1 0 0 0 0 10 4 1 6 0 0 0 10 29 1 0 0 0 0 11 16 2 0 0 0 0 11 33 1 0 0 0 0 12 17 1 0 0 0 0 12 24 1 0 0 0 0 13 18 1 0 0 0 0 13 25 1 0 0 0 0 14 8 1 1 0 0 0 14 21 1 0 0 0 0 14 26 1 0 0 0 0 15 10 1 1 0 0 0 15 22 1 0 0 0 0 15 27 1 0 0 0 0 16 19 1 0 0 0 0 16 28 1 0 0 0 0 17 23 2 3 0 0 0 17 30 1 0 0 0 0 18 26 2 3 0 0 0 18 31 1 0 0 0 0 19 27 2 3 0 0 0 19 32 1 0 0 0 0 20 28 2 0 0 0 0 20 33 1 0 0 0 0 21 24 2 0 0 0 0 21 34 1 0 0 0 0 22 25 2 0 0 0 0 22 35 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	16115401
ChEMBL	CHEMBL558012
ZINC

Physicochemical Properties

Molecular Weight:	518.14
ALogP:	0.8991
MLogP:	2.45
XLogP:	2.717
# Rotatable Bonds:	11
Polar Surface Area:	226.29
# H-Bond Aceptor:	10
# H-Bond Donor:	4
# Rings:	4
# Heavy Atoms:	35

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