NPASS Natural Product

Natural Product: NPC50274

Natural Product ID:	NPC50274
Common Name:	Bistratamide I
IUPAC Name:
Synonyms:	Bistratamide I
Molecular Formula:	C25H36N6O6S
Standard InCHIKey:	LDXCESZYUWPDOR-RUZYHRDJSA-N
Standard InCHI:	InChI=1S/C25H36N6O6S/c1-10(2)16-22(35)31-19(13(7)32)23(36)29-17(11(3)4)24-26-14(8-37-24)20(33)30-18(12(5)6)25-27-15(9-38-25)21(34)28-16/h8-13,16-19,32H,1-7H3,(H,28,34)(H,29,36)(H,30,33)(H,31,35)/t13-,16+,17+,18+,19+/m1/s1
Canonical SMILES:	C[C@H]([C@@H]1N=C(O)[C@@H](N=C(O)c2csc(n2)[C@@H](N=C(c2nc([C@@H](N=C1O)C(C)C)oc2)O)C(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
NPO22842	Lissoclinum bistratum	Species	Didemnidae	Eukaryota				PMID[12608858]

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	=	9	ug/ml	12608858

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 NPC50274 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	199
0.1-0.2	8175
0.2-0.3	19408
0.3-0.4	2792
0.4-0.5	169
0.5-0.6	118
0.6-0.7	12
0.7-0.8	9
0.8-0.85	1
0.85-0.9	4
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9524	High Similarity	NPC237219
0.9026	High Similarity	NPC256912
0.8782	High Similarity	NPC34319
0.871	High Similarity	NPC222391
0.8581	High Similarity	NPC110129
0.8581	High Similarity	NPC201014
0.8387	Intermediate Similarity	NPC217981
0.7676	Intermediate Similarity	NPC214375
0.7655	Intermediate Similarity	NPC51692
0.745	Intermediate Similarity	NPC89592
0.7329	Intermediate Similarity	NPC135558
0.7296	Intermediate Similarity	NPC475390
0.7255	Intermediate Similarity	NPC74917
0.7208	Intermediate Similarity	NPC120917
0.7067	Intermediate Similarity	NPC267605
0.7025	Intermediate Similarity	NPC103268
0.6897	Remote Similarity	NPC164006
0.6704	Remote Similarity	NPC132662
0.6617	Remote Similarity	NPC235866
0.6364	Remote Similarity	NPC210424
0.6348	Remote Similarity	NPC475554
0.6347	Remote Similarity	NPC469801
0.6319	Remote Similarity	NPC473704
0.6307	Remote Similarity	NPC216720
0.6264	Remote Similarity	NPC134480
0.6089	Remote Similarity	NPC522
0.6089	Remote Similarity	NPC56058
0.6	Remote Similarity	NPC315872
0.5989	Remote Similarity	NPC161242
0.5989	Remote Similarity	NPC476080
0.5989	Remote Similarity	NPC475534
0.5954	Remote Similarity	NPC319751
0.5928	Remote Similarity	NPC122427
0.5928	Remote Similarity	NPC329961
0.59	Remote Similarity	NPC476829
0.5892	Remote Similarity	NPC476103
0.5873	Remote Similarity	NPC475330
0.5867	Remote Similarity	NPC165538
0.5852	Remote Similarity	NPC119481
0.5842	Remote Similarity	NPC174652
0.5842	Remote Similarity	NPC229160
0.5842	Remote Similarity	NPC263485
0.5842	Remote Similarity	NPC25316
0.5795	Remote Similarity	NPC473398
0.5781	Remote Similarity	NPC314523
0.5781	Remote Similarity	NPC58001
0.5693	Remote Similarity	NPC295653
0.5693	Remote Similarity	NPC107458
0.5673	Remote Similarity	NPC475350
0.5673	Remote Similarity	NPC14877
0.5673	Remote Similarity	NPC145178
0.5668	Remote Similarity	NPC30527
0.5641	Remote Similarity	NPC96016
0.5622	Remote Similarity	NPC315411
0.56	Remote Similarity	NPC46313
0.56	Remote Similarity	NPC103452
0.56	Remote Similarity	NPC199461

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC50274 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	117
0.1-0.2	1414
0.2-0.3	4560
0.3-0.4	2769
0.4-0.5	280
0.5-0.6	18
0.6-0.7	3
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
0.6392	Remote Similarity	NPD7896	Approved
0.6076	Remote Similarity	NPD9579	Approved
0.6	Remote Similarity	NPD6444	Clinical (unspecified phase)
0.5806	Remote Similarity	NPD2623	Phase 1
0.57	Remote Similarity	NPD6347	Phase 2

Structure

CID50274 OpenBabel06191715382D 38 40 0 0 1 0 0 0 0 0999 V2000 2.2567 3.2828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3863 4.8177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3351 3.1682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8699 2.2977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4887 -2.2940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0319 -3.1876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2785 5.3305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6769 -0.0154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4552 0.7628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3784 3.7990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8512 2.2899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4705 -2.3018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1621 4.8254 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.1218 -0.7726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3434 0.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4923 3.2964 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9729 1.7738 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4626 -1.2836 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1664 3.8077 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2397 -1.2822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3588 1.7686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3898 3.8060 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0621 3.2997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9883 0.7552 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4330 -0.7756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1062 0.2456 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4477 0.2420 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4769 2.2778 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0777 2.2815 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3445 -0.7745 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2855 3.2980 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0413 5.3380 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2440 -2.2799 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2266 2.2609 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3859 4.8037 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9203 3.8085 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1101 0.7484 0.0000 O 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 10 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 11 1 0 0 0 0 5 12 1 0 0 0 0 6 12 1 0 0 0 0 8 14 2 0 0 0 0 8 37 1 0 0 0 0 9 15 2 0 0 0 0 9 38 1 0 0 0 0 13 7 1 6 0 0 0 13 32 1 0 0 0 0 14 20 1 0 0 0 0 14 26 1 0 0 0 0 15 21 1 0 0 0 0 15 27 1 0 0 0 0 16 10 1 6 0 0 0 16 22 1 0 0 0 0 16 28 1 0 0 0 0 17 11 1 6 0 0 0 17 24 1 0 0 0 0 17 29 1 0 0 0 0 18 12 1 6 0 0 0 18 25 1 0 0 0 0 18 30 1 0 0 0 0 19 13 1 6 0 0 0 19 23 1 0 0 0 0 19 31 1 0 0 0 0 20 30 2 3 0 0 0 20 33 1 0 0 0 0 21 28 2 3 0 0 0 21 34 1 0 0 0 0 22 31 2 3 0 0 0 22 35 1 0 0 0 0 23 29 2 3 0 0 0 23 36 1 0 0 0 0 24 26 2 0 0 0 0 24 37 1 0 0 0 0 25 27 2 0 0 0 0 25 38 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	11092841
ChEMBL	CHEMBL500646
ZINC

Physicochemical Properties

Molecular Weight:	548.24
ALogP:	0.7302
MLogP:	2.78
XLogP:	2.769
# Rotatable Bonds:	16
Polar Surface Area:	217.75
# H-Bond Aceptor:	11
# H-Bond Donor:	5
# Rings:	3
# Heavy Atoms:	38

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