NPASS Natural Product

Natural Product: NPC135558

Natural Product ID:	NPC135558
Common Name:	Bistratamide F
IUPAC Name:
Synonyms:	Bistratamide F
Molecular Formula:	C25H36N6O5S
Standard InCHIKey:	PVKWKGXPRJQDIZ-XZHCTYTHSA-N
Standard InCHI:	InChI=1S/C25H36N6O5S/c1-10(2)16-23-26-14(8-35-23)20(32)30-18(12(5)6)25-27-15(9-37-25)21(33)28-17(11(3)4)24-31-19(13(7)36-24)22(34)29-16/h9-14,16-19H,8H2,1-7H3,(H,28,33)(H,29,34)(H,30,32)/t13-,14+,16+,17+,18+,19+/m1/s1
Canonical SMILES:	C[C@H]1OC2=N[C@@H]1C(=N[C@@H](C(C)C)C1=N[C@@H](CO1)C(=N[C@H](c1nc(C(=N[C@H]2C(C)C)O)cs1)C(C)C)O)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	=	28	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 NPC135558 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	103
0.1-0.2	15444
0.2-0.3	12436
0.3-0.4	2662
0.4-0.5	131
0.5-0.6	69
0.6-0.7	27
0.7-0.8	11
0.8-0.85	0
0.85-0.9	1
0.9-0.95	4
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9569	High Similarity	NPC267605
0.9402	High Similarity	NPC51692
0.9106	High Similarity	NPC74917
0.9091	High Similarity	NPC89592
0.9032	High Similarity	NPC120917
0.8814	High Similarity	NPC214375
0.7571	Intermediate Similarity	NPC475390
0.7432	Intermediate Similarity	NPC237219
0.7329	Intermediate Similarity	NPC50274
0.7305	Intermediate Similarity	NPC469801
0.7143	Intermediate Similarity	NPC103268
0.7044	Intermediate Similarity	NPC475330
0.7032	Intermediate Similarity	NPC24990
0.7	Intermediate Similarity	NPC263485
0.7	Intermediate Similarity	NPC25316
0.7	Intermediate Similarity	NPC229160
0.7	Intermediate Similarity	NPC174652
0.6928	Remote Similarity	NPC522
0.6928	Remote Similarity	NPC56058
0.6875	Remote Similarity	NPC161242
0.6875	Remote Similarity	NPC475534
0.6875	Remote Similarity	NPC476080
0.6815	Remote Similarity	NPC256912
0.6815	Remote Similarity	NPC34319
0.6795	Remote Similarity	NPC475554
0.6772	Remote Similarity	NPC164006
0.6731	Remote Similarity	NPC222391
0.671	Remote Similarity	NPC110129
0.671	Remote Similarity	NPC201014
0.6689	Remote Similarity	NPC319751
0.66	Remote Similarity	NPC473398
0.6564	Remote Similarity	NPC132662
0.6556	Remote Similarity	NPC119481
0.6516	Remote Similarity	NPC217981
0.646	Remote Similarity	NPC476103
0.6125	Remote Similarity	NPC216720
0.6087	Remote Similarity	NPC210424
0.6084	Remote Similarity	NPC134480
0.6048	Remote Similarity	NPC473704
0.6	Remote Similarity	NPC101980
0.6	Remote Similarity	NPC97078
0.6	Remote Similarity	NPC329961
0.6	Remote Similarity	NPC470146
0.6	Remote Similarity	NPC122427
0.5932	Remote Similarity	NPC165538
0.5845	Remote Similarity	NPC278902
0.5833	Remote Similarity	NPC475568
0.5804	Remote Similarity	NPC137705
0.5767	Remote Similarity	NPC315252
0.5714	Remote Similarity	NPC475604
0.5658	Remote Similarity	NPC474070
0.5617	Remote Similarity	NPC14101

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC135558 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	92
0.1-0.2	1502
0.2-0.3	4767
0.3-0.4	2516
0.4-0.5	259
0.5-0.6	24
0.6-0.7	0
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
0.7176	Intermediate Similarity	NPD9579	Approved
0.5848	Remote Similarity	NPD2957	Phase 2
0.5839	Remote Similarity	NPD6915	Approved
0.5606	Remote Similarity	NPD879	Approved
0.5606	Remote Similarity	NPD878	Approved

Structure

CID135558 OpenBabel06191715492D 37 40 0 0 1 0 0 0 0 0999 V2000 -5.3957 3.2092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4159 1.4293 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8961 2.9333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9164 4.7132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3738 -2.8255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4053 -2.8458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2546 2.1722 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7005 -0.0156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4592 0.7695 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8920 2.3134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3924 3.8291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4784 -2.3221 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7382 3.0647 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.1493 -0.7794 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3552 0.7566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0079 1.7894 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4966 3.3254 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4667 -1.2949 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1855 3.8412 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2594 -1.2935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3707 1.7842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0890 3.3287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0234 0.7618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3932 3.8395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4368 -0.7824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1335 0.2477 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4517 0.2442 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4811 2.2978 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.1048 2.3016 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3563 -0.7813 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2968 3.3270 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2634 -2.2900 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2375 2.2760 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9463 3.8369 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1375 0.7550 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8420 3.0638 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 35 1 0 0 0 0 9 15 2 0 0 0 0 9 37 1 0 0 0 0 13 7 1 6 0 0 0 13 19 1 0 0 0 0 13 36 1 0 0 0 0 14 8 1 6 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 23 1 0 0 0 0 16 29 1 0 0 0 0 17 11 1 6 0 0 0 17 24 1 0 0 0 0 17 28 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 22 1 1 0 0 0 19 31 1 0 0 0 0 20 30 2 3 0 0 0 20 32 1 0 0 0 0 21 28 2 3 0 0 0 21 33 1 0 0 0 0 22 29 2 3 0 0 0 22 34 1 0 0 0 0 23 26 2 0 0 0 0 23 35 1 0 0 0 0 24 31 2 0 0 0 0 24 36 1 0 0 0 0 25 27 2 0 0 0 0 25 37 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	11060498
ChEMBL	CHEMBL526699
ZINC

Physicochemical Properties

Molecular Weight:	532.25
ALogP:	1.4203
MLogP:	2.89
XLogP:	2.259
# Rotatable Bonds:	13
Polar Surface Area:	182.08
# H-Bond Aceptor:	11
# H-Bond Donor:	3
# Rings:	4
# Heavy Atoms:	37

Download Data

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Structure MOL file
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