NPASS Natural Product

Natural Product: NPC475356

Natural Product ID:	NPC475356
Common Name:	Cephalostatin 18
IUPAC Name:
Synonyms:	Cephalostatin 18
Molecular Formula:	C55H76N2O11
Standard InCHIKey:	CVTSMECTODZBQF-FVNBPLPQSA-N
Standard InCHI:	InChI=1S/C55H76N2O11/c1-26-32-14-15-33-30-12-10-28-16-37-39(21-49(28,6)34(30)18-41(60)52(32,33)25-65-54(26)42(61)22-47(3,4)67-54)56-38-17-29-11-13-31-35(50(29,7)46(64-9)45(38)57-37)19-40(59)51(8)36(31)20-44-53(51,63)27(2)55(66-44)43(62)23-48(5,24-58)68-55/h15,20,26-32,34-35,40,42-44,46,58-59,61-63H,10-14,16-19,21-25H2,1-9H3/t26-,27-,28-,29-,30-,31+,32+,34-,35-,40+,42+,43+,44-,46-,48-,49-,50-,51+,52+,53+,54+,55-/m0/s1
Canonical SMILES:	CO[C@H]1c2nc3C[C@@H]4CC[C@@H]5[C@@H]([C@]4(Cc3nc2C[C@H]2[C@@]1(C)[C@H]1C[C@@H](O)[C@]3(C(=C[C@H]4[C@]3(O)[C@H](C)[C@]3(O4)O[C@](C[C@H]3O)(C)CO)[C@@H]1CC2)C)C)CC(=O)[C@]12C5=CC[C@@H]2[C@@H]([C@@]2(OC1)OC(C[C@H]2O)(C)C)C
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
NPO25585	Cephalodiscus gilchristi	Species	Cephalodiscidae	Eukaryota			1990	PMID[26042639]

Biological Activity

Activity Type	# Activity
ED50	2
GI50	13

Activity Type	# Activity
Cell Line	12
Others	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	3.3	nM	DrugMatrix in vivo data: Pathology
NPT2	Others	Unspecified		GI50	=	3.3	nM	PubChem BioAssay data set
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	2.8	nM	25497963
NPT168	Cell Line	P388	Mus musculus	ED50	=	4.3	ug/ml	26091285
NPT2	Others	Unspecified		GI50	=	21.7	nM	26091285
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	<	0.001	ug/ml	20045651
NPT168	Cell Line	P388	Mus musculus	ED50	=	4.6	nM	19651906
NPT376	Cell Line	A498	Homo sapiens	GI50	<	0.001	ug/ml	21458279
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	<	0.001	ug/ml	21623630
NPT399	Cell Line	SF-295	Homo sapiens	GI50	<	0.001	ug/ml	21623630
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	<	0.001	ug/ml	21623630
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	<	0.001	ug/ml	21623630
NPT90	Cell Line	DU-145	Homo sapiens	GI50	=	20	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		GI50	=	3.1	nM	25211032
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	7.8	nM	22037378

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 NPC475356 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score	Similarity Level	Natural Product ID
		NPC

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC475356 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score	Similarity Level	Drug ID	Developmental Stage
		NPD

Structure

NPC475356 OpenBabel07101719152D 68 80 0 0 1 0 0 0 0 0999 V2000 14.9922 7.4052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2601 -0.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.2334 10.3690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3199 9.9623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6942 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2841 5.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0880 2.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8966 0.8955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0880 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1502 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2219 4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0162 3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3559 4.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.4210 5.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8333 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4181 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9540 4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1502 5.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2219 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 3.1180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4181 4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.1070 9.1666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1391 6.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.0412 7.0962 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9511 0.6910 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.2841 3.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0880 4.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.0162 4.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3559 3.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 13.8333 6.1180 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.8822 4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1502 4.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2219 2.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4899 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5521 3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8200 4.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5521 4.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3559 1.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.0162 6.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.2116 8.1720 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9511 2.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.8200 3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9540 2.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 13.1289 9.3745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10.2841 4.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0880 3.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4899 1.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.8822 5.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5388 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 13.2980 7.7653 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.6861 4.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.6861 2.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4863 -1.9563 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3559 0.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.0162 7.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.0776 7.6720 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 2.2601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1266 0.6910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9540 1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.3470 7.4563 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.6289 8.5085 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 27 1 0 0 0 0 3 47 1 0 0 0 0 4 47 1 0 0 0 0 8 51 1 0 0 0 0 9 64 1 0 0 0 0 10 12 1 0 0 0 0 10 28 1 0 0 0 0 11 13 1 0 0 0 0 11 29 1 0 0 0 0 14 15 1 0 0 0 0 14 32 1 0 0 0 0 15 33 2 0 0 0 0 16 28 1 0 0 0 0 16 37 1 0 0 0 0 17 29 1 0 0 0 0 17 38 1 0 0 0 0 18 34 1 0 0 0 0 18 41 1 0 0 0 0 19 35 1 0 0 0 0 19 40 1 0 0 0 0 20 36 2 0 0 0 0 20 44 1 0 0 0 0 21 39 1 0 0 0 0 21 49 1 0 0 0 0 22 42 1 0 0 0 0 22 47 1 0 0 0 0 23 43 1 0 0 0 0 23 48 1 0 0 0 0 24 48 1 0 0 0 0 24 58 1 0 0 0 0 25 65 1 0 0 0 0 26 32 1 0 0 0 0 26 54 1 1 0 0 0 27 53 1 6 0 0 0 27 55 1 0 0 0 0 28 49 1 1 0 0 0 29 50 1 1 0 0 0 30 12 1 6 0 0 0 30 33 1 0 0 0 0 30 34 1 0 0 0 0 31 13 1 6 0 0 0 31 35 1 0 0 0 0 31 36 1 0 0 0 0 32 52 1 1 0 0 0 33 52 1 0 0 0 0 34 49 1 1 0 0 0 35 50 1 1 0 0 0 36 51 1 0 0 0 0 37 39 2 0 0 0 0 37 57 1 0 0 0 0 38 45 1 0 0 0 0 38 56 2 0 0 0 0 39 56 1 0 0 0 0 40 51 1 1 0 0 0 40 59 1 0 0 0 0 41 52 1 0 0 0 0 41 60 2 0 0 0 0 42 54 1 1 0 0 0 42 61 1 0 0 0 0 43 55 1 1 0 0 0 43 62 1 0 0 0 0 44 53 1 1 0 0 0 44 66 1 0 0 0 0 45 46 1 0 0 0 0 45 57 2 0 0 0 0 46 50 1 6 0 0 0 46 64 1 0 0 0 0 47 67 1 0 0 0 0 48 5 1 1 0 0 0 48 68 1 0 0 0 0 49 6 1 1 0 0 0 50 7 1 1 0 0 0 51 53 1 6 0 0 0 52 25 1 1 0 0 0 53 63 1 6 0 0 0 54 65 1 6 0 0 0 54 67 1 0 0 0 0 55 66 1 1 0 0 0 55 68 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	10533864
ChEMBL	CHEMBL504202
ZINC

Physicochemical Properties

Molecular Weight:	940.54
ALogP:
MLogP:	6.08
XLogP:	3.246
# Rotatable Bonds:	16
Polar Surface Area:
# H-Bond Aceptor:	13
# H-Bond Donor:	5
# Rings:	0
# Heavy Atoms:	68

Download Data

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General Info & Identifiers & Properties
Structure MOL file
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Biological Activities
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