NPASS Natural Product

Natural Product: NPC222391

Natural Product ID:	NPC222391
Common Name:	Bistratamide H
IUPAC Name:
Synonyms:	Bistratamide H
Molecular Formula:	C25H32N6O4S2
Standard InCHIKey:	YGMRMAIELLDBHQ-BZSNNMDCSA-N
Standard InCHI:	InChI=1S/C25H32N6O4S2/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/h8-12,16-18H,1-7H3,(H,28,32)(H,29,33)(H,30,34)/t16-,17-,18-/m0/s1
Canonical SMILES:	OC1=N[C@@H](C(C)C)c2nc(c(o2)C)C(=N[C@@H](C(C)C)c2nc(C(=N[C@H](c3nc1cs3)C(C)C)O)cs2)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	=	1.7	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 NPC222391 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	225
0.1-0.2	12258
0.2-0.3	15120
0.3-0.4	2956
0.4-0.5	224
0.5-0.6	85
0.6-0.7	11
0.7-0.8	3
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
0.9866	High Similarity	NPC110129
0.9866	High Similarity	NPC201014
0.9673	High Similarity	NPC256912
0.9664	High Similarity	NPC217981
0.9545	High Similarity	NPC34319
0.871	High Similarity	NPC50274
0.8553	High Similarity	NPC237219
0.7538	Intermediate Similarity	NPC235866
0.7143	Intermediate Similarity	NPC51692
0.7099	Intermediate Similarity	NPC103268
0.6962	Remote Similarity	NPC89592
0.6928	Remote Similarity	NPC214375
0.679	Remote Similarity	NPC74917
0.6748	Remote Similarity	NPC120917
0.6746	Remote Similarity	NPC475390
0.6731	Remote Similarity	NPC135558
0.6604	Remote Similarity	NPC267605
0.6482	Remote Similarity	NPC315872
0.6413	Remote Similarity	NPC164006
0.6243	Remote Similarity	NPC132662
0.6057	Remote Similarity	NPC469801
0.5981	Remote Similarity	NPC49195
0.5904	Remote Similarity	NPC475554
0.5896	Remote Similarity	NPC315061
0.588	Remote Similarity	NPC315411
0.586	Remote Similarity	NPC216720
0.5833	Remote Similarity	NPC134480
0.5829	Remote Similarity	NPC210424
0.5808	Remote Similarity	NPC96016
0.5803	Remote Similarity	NPC473704
0.5744	Remote Similarity	NPC161242
0.5744	Remote Similarity	NPC475534
0.5744	Remote Similarity	NPC476080
0.5714	Remote Similarity	NPC475330
0.5685	Remote Similarity	NPC263485
0.5685	Remote Similarity	NPC174652
0.5685	Remote Similarity	NPC229160
0.5685	Remote Similarity	NPC25316
0.5676	Remote Similarity	NPC476830
0.5661	Remote Similarity	NPC522
0.5661	Remote Similarity	NPC56058
0.5631	Remote Similarity	NPC476827
0.5631	Remote Similarity	NPC476831
0.5631	Remote Similarity	NPC476826
0.5605	Remote Similarity	NPC477219

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC222391 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	141
0.1-0.2	1537
0.2-0.3	4099
0.3-0.4	2960
0.4-0.5	400
0.5-0.6	22
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
0.6482	Remote Similarity	NPD6444	Clinical (unspecified phase)
0.6064	Remote Similarity	NPD2623	Phase 1
0.5902	Remote Similarity	NPD7896	Approved

Structure

CID222391 OpenBabel06191716012D 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 0 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 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 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 7 13 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 19 2 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 0 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	10347376
ChEMBL	CHEMBL522393
ZINC

Physicochemical Properties

Molecular Weight:	544.19
ALogP:	2.453
MLogP:	2.89
XLogP:	4.699
# Rotatable Bonds:	13
Polar Surface Area:	206.06
# H-Bond Aceptor:	9
# H-Bond Donor:	3
# Rings:	4
# Heavy Atoms:	37

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