NPASS Natural Product

Natural Product: NPC471543

Natural Product ID:	NPC471543
Common Name:	Cephalostatin 9
IUPAC Name:
Synonyms:	Cephalostatin 9
Molecular Formula:	C54H76N2O11
Standard InCHIKey:	XLBCKHQLKVRGAX-ODRYYMROSA-N
Standard InCHI:	InChI=1S/C54H76N2O11/c1-26-32-13-14-33-30-11-9-28-15-37-40(21-49(28,7)35(30)18-42(59)51(32,33)25-65-53(26,64)43(60)22-46(3,4)62)56-38-16-29-10-12-31-34(48(29,6)20-39(38)55-37)17-41(58)50(8)36(31)19-45-52(50,63)27(2)54(66-45)44(61)23-47(5,24-57)67-54/h14,19,26-32,34-35,41,43-45,57-58,60-64H,9-13,15-18,20-25H2,1-8H3/t26-,27+,28+,29+,30+,31-,32-,34+,35+,41-,43-,44-,45+,47+,48+,49+,50-,51-,52-,53?,54+/m1/s1
Canonical SMILES:	OC[C@]1(C)C[C@H]([C@]2(O1)O[C@@H]1[C@@]([C@@H]2C)(O)[C@@]2(C(=C1)[C@@H]1CC[C@@H]3[C@]([C@H]1C[C@H]2O)(C)Cc1c(C3)nc2c(n1)C[C@H]1[C@@](C2)(C)[C@H]2CC(=O)[C@]34C(=CC[C@@H]4[C@H](C(OC3)(O)[C@@H](CC(O)(C)C)O)C)[C@@H]2CC1)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
NPO25585	Cephalodiscus gilchristi	Species	Cephalodiscidae	Eukaryota			1990	PMID[26042639]

Biological Activity

Activity Type	# Activity
GI50	15

Activity Type	# Activity
Cell Line	12
Others	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		GI50	=	58	nM	10096871
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	39	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		GI50	=	14	nM	DrugMatrix in vivo data: Pathology
NPT2	Others	Unspecified		GI50	<	0.1	nM	22377672
NPT168	Cell Line	P388	Mus musculus	GI50	<	0.1	nM	22652254
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	110	nM	22676269
NPT572	Cell Line	DMS-273	Homo sapiens	GI50	<	0.1	nM	PubChem BioAssay data set
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	<	0.1	nM	PubChem BioAssay data set
NPT90	Cell Line	DU-145	Homo sapiens	GI50	>	1100	nM	23807823
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	<	0.1	nM	23149304
NPT399	Cell Line	SF-295	Homo sapiens	GI50	<	0.1	nM	23153007
NPT380	Cell Line	U-251	Homo sapiens	GI50	<	0.1	nM	23079524
NPT116	Cell Line	HL-60	Homo sapiens	GI50	<	0.1	nM	23079524
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	<	0.1	nM	23079524
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	150	nM	10.1584/jpestics.16.93

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 NPC471543 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 NPC471543 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

NPC471543 OpenBabel07101719182D 67 78 0 0 1 0 0 0 0 0999 V2000 -14.8025 -7.3115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2441 0.2568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.6221 -9.8950 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.6830 -9.5899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6728 0.9658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0236 -2.2798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1539 -5.2418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8600 -0.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.0090 -2.7735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1685 -4.7481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.8641 -3.2671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3134 -4.2545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.2385 -5.2418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.6582 -4.4430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2989 -2.7735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8786 -4.7481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1685 -1.7861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.0090 -5.7355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5194 -3.0786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8786 -2.7735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2989 -4.7481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.7561 -8.1955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5194 -0.4937 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7337 1.2709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9854 -6.3961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.8634 -7.0064 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9390 -0.6822 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.1539 -3.2671 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.0236 -4.2545 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.8641 -4.2545 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3134 -3.2671 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -13.6582 -6.0406 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -12.7191 -4.7481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1685 -2.7735 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.0090 -4.7481 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4584 -2.7735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4438 -3.2671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7337 -4.2545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7337 -3.2671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4438 -4.2545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3134 -1.2924 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -11.8641 -6.2292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.7904 -8.4008 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9390 -1.2924 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9390 -2.2798 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -15.4168 -8.9292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9390 0.3051 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0236 -3.2671 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.1539 -4.2545 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4584 -1.7861 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -12.7191 -5.7355 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5194 -1.4810 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -13.1297 -7.6670 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 -0.9873 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.5888 -2.7735 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.5888 -4.7481 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4675 1.9315 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3134 -0.3051 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.8641 -8.2038 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.4853 -9.3398 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2441 -2.2315 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -16.3826 -8.7239 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0997 -0.6822 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.8246 -8.6060 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.1907 -7.3619 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.9747 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 46 1 0 0 0 0 4 46 1 0 0 0 0 8 50 1 0 0 0 0 9 11 1 0 0 0 0 9 28 1 0 0 0 0 10 12 1 0 0 0 0 10 29 1 0 0 0 0 13 14 1 0 0 0 0 13 32 1 0 0 0 0 14 33 2 0 0 0 0 15 28 1 0 0 0 0 15 37 1 0 0 0 0 16 29 1 0 0 0 0 16 38 1 0 0 0 0 17 34 1 0 0 0 0 17 41 1 0 0 0 0 18 35 1 0 0 0 0 18 42 1 0 0 0 0 19 36 2 0 0 0 0 19 45 1 0 0 0 0 20 39 1 0 0 0 0 20 48 1 0 0 0 0 21 40 1 0 0 0 0 21 49 1 0 0 0 0 22 43 1 0 0 0 0 22 46 1 0 0 0 0 23 44 1 0 0 0 0 23 47 1 0 0 0 0 24 47 1 0 0 0 0 24 57 1 0 0 0 0 25 65 1 0 0 0 0 26 32 1 0 0 0 0 26 53 1 6 0 0 0 27 52 1 6 0 0 0 27 54 1 0 0 0 0 28 49 1 1 0 0 0 29 48 1 1 0 0 0 30 11 1 6 0 0 0 30 33 1 0 0 0 0 30 35 1 0 0 0 0 31 12 1 6 0 0 0 31 34 1 0 0 0 0 31 36 1 0 0 0 0 32 51 1 1 0 0 0 33 51 1 0 0 0 0 34 48 1 1 0 0 0 35 49 1 1 0 0 0 36 50 1 0 0 0 0 37 40 1 0 0 0 0 37 55 2 0 0 0 0 38 39 2 0 0 0 0 38 56 1 0 0 0 0 39 55 1 0 0 0 0 40 56 2 0 0 0 0 41 50 1 1 0 0 0 41 58 1 0 0 0 0 42 51 1 0 0 0 0 42 59 2 0 0 0 0 43 53 1 0 0 0 0 43 60 1 6 0 0 0 44 54 1 1 0 0 0 44 61 1 0 0 0 0 45 52 1 1 0 0 0 45 66 1 0 0 0 0 46 62 1 0 0 0 0 47 5 1 1 0 0 0 47 67 1 0 0 0 0 48 6 1 1 0 0 0 49 7 1 1 0 0 0 50 52 1 6 0 0 0 51 25 1 1 0 0 0 52 63 1 6 0 0 0 53 64 1 0 0 0 0 53 65 1 0 0 0 0 54 66 1 1 0 0 0 54 67 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	21773228
ChEMBL	CHEMBL256077
ZINC

Physicochemical Properties

Molecular Weight:	928.54
ALogP:
MLogP:	5.97
XLogP:	2.684
# Rotatable Bonds:	19
Polar Surface Area:
# H-Bond Aceptor:	13
# H-Bond Donor:	7
# Rings:	0
# Heavy Atoms:	67

Download Data

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General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
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