NPASS Natural Product

Natural Product: NPC51692

Natural Product ID:	NPC51692
Common Name:	Bistratamide E
IUPAC Name:
Synonyms:	Bistratamide E
Molecular Formula:	C25H34N6O4S2
Standard InCHIKey:	USFFWHGVKNECEY-RUZYHRDJSA-N
Standard InCHI:	InChI=1S/C25H34N6O4S2/c1-10(2)16-23-31-19(13(7)35-23)22(34)30-18(12(5)6)25-27-15(9-37-25)21(33)29-17(11(3)4)24-26-14(8-36-24)20(32)28-16/h8-13,16-19H,1-7H3,(H,28,32)(H,29,33)(H,30,34)/t13-,16+,17+,18+,19+/m1/s1
Canonical SMILES:	C[C@H]1OC2=N[C@@H]1C(=N[C@@H](C(C)C)c1scc(n1)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	=	7.9	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 NPC51692 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	113
0.1-0.2	16195
0.2-0.3	11595
0.3-0.4	2720
0.4-0.5	155
0.5-0.6	71
0.6-0.7	15
0.7-0.8	19
0.8-0.85	0
0.85-0.9	0
0.9-0.95	5
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9664	High Similarity	NPC89592
0.9402	High Similarity	NPC135558
0.9397	High Similarity	NPC214375
0.935	High Similarity	NPC74917
0.9274	High Similarity	NPC120917
0.9167	High Similarity	NPC267605
0.7755	Intermediate Similarity	NPC237219
0.766	Intermediate Similarity	NPC475390
0.7655	Intermediate Similarity	NPC50274
0.7609	Intermediate Similarity	NPC103268
0.7278	Intermediate Similarity	NPC475534
0.7278	Intermediate Similarity	NPC161242
0.7278	Intermediate Similarity	NPC476080
0.7273	Intermediate Similarity	NPC469801
0.7233	Intermediate Similarity	NPC475330
0.7226	Intermediate Similarity	NPC34319
0.7188	Intermediate Similarity	NPC229160
0.7188	Intermediate Similarity	NPC25316
0.7188	Intermediate Similarity	NPC174652
0.7188	Intermediate Similarity	NPC263485
0.7179	Intermediate Similarity	NPC164006
0.7143	Intermediate Similarity	NPC222391
0.7124	Intermediate Similarity	NPC201014
0.7124	Intermediate Similarity	NPC110129
0.7115	Intermediate Similarity	NPC256912
0.6957	Remote Similarity	NPC132662
0.6928	Remote Similarity	NPC217981
0.6899	Remote Similarity	NPC24990
0.6855	Remote Similarity	NPC476103
0.6772	Remote Similarity	NPC475554
0.6688	Remote Similarity	NPC522
0.6688	Remote Similarity	NPC56058
0.6556	Remote Similarity	NPC319751
0.6519	Remote Similarity	NPC216720
0.6478	Remote Similarity	NPC210424
0.6471	Remote Similarity	NPC473398
0.6463	Remote Similarity	NPC134480
0.6429	Remote Similarity	NPC119481
0.6424	Remote Similarity	NPC473704
0.6	Remote Similarity	NPC14101
0.5989	Remote Similarity	NPC122427
0.5989	Remote Similarity	NPC329961
0.5922	Remote Similarity	NPC165538
0.5893	Remote Similarity	NPC101980
0.5893	Remote Similarity	NPC97078
0.5893	Remote Similarity	NPC470146
0.5854	Remote Similarity	NPC315252
0.5852	Remote Similarity	NPC96016
0.5774	Remote Similarity	NPC473886
0.5724	Remote Similarity	NPC278902
0.5714	Remote Similarity	NPC475568
0.5685	Remote Similarity	NPC137705
0.56	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 NPC51692 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	94
0.1-0.2	1528
0.2-0.3	4678
0.3-0.4	2532
0.4-0.5	303
0.5-0.6	25
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
0.7143	Intermediate Similarity	NPD9579	Approved
0.5793	Remote Similarity	NPD6121	Clinical (unspecified phase)
0.5732	Remote Similarity	NPD6915	Approved
0.5657	Remote Similarity	NPD2957	Phase 2
0.5646	Remote Similarity	NPD2225	Clinical (unspecified phase)

Structure

CID51692 OpenBabel06191715392D 37 40 0 0 1 0 0 0 0 0999 V2000 -4.8803 3.3410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7878 1.8097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8976 2.9385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9112 4.7184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5018 -2.3142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0322 -3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6694 -0.0235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7382 3.0647 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 1.3906 3.8324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4746 -2.3221 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7005 -0.0156 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1855 3.8412 0.0000 C 0 0 0 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 -3.1493 -0.7794 0.0000 C 0 0 1 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 1.3707 1.7842 0.0000 C 0 0 0 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 -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 -1.2968 3.3270 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 -3.1048 2.3016 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 -1.3563 -0.7813 0.0000 N 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 -3.9463 3.8369 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 -2.2634 -2.2900 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 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 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 36 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 35 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 23 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 22 1 1 0 0 0 19 31 1 0 0 0 0 20 28 2 3 0 0 0 20 32 1 0 0 0 0 21 29 2 3 0 0 0 21 33 1 0 0 0 0 22 30 2 3 0 0 0 22 34 1 0 0 0 0 23 31 2 0 0 0 0 23 35 1 0 0 0 0 24 26 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	637220
ChEMBL	CHEMBL523067
ZINC

Physicochemical Properties

Molecular Weight:	546.21
ALogP:	2.0839
MLogP:	2.89
XLogP:	3.761
# Rotatable Bonds:	13
Polar Surface Area:	201.62
# H-Bond Aceptor:	10
# H-Bond Donor:	3
# Rings:	4
# Heavy Atoms:	37

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