NPASS Natural Product

Natural Product: NPC97861

Natural Product ID:	NPC97861
Common Name:	Renieramycin M
IUPAC Name:
Synonyms:	Renieramycin M
Molecular Formula:	C31H33N3O8
Standard InCHIKey:	QOGBZZDZYZICFV-NZDGDHNMSA-N
Standard InCHI:	InChI=1S/C31H33N3O8/c1-8-13(2)31(39)42-12-21-22-16(25(35)14(3)29(40-6)27(22)37)10-19-24-23-17(26(36)15(4)30(41-7)28(23)38)9-18(33(24)5)20(11-32)34(19)21/h8,18-21,24H,9-10,12H2,1-7H3/b13-8-/t18-,19-,20-,21-,24-/m0/s1
Canonical SMILES:	N#C[C@H]1[C@@H]2CC3=C([C@@H](N2C)[C@H]2N1[C@@H](COC(=O)/C(=CC)/C)C1=C(C2)C(=O)C(=C(C1=O)OC)C)C(=O)C(=C(C3=O)C)OC
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
NPO32702	xestospongia sp.	Species	Petrosiidae	Eukaryota		Thailand		PMID[15217287]
NPO32702	xestospongia sp.	Species	Petrosiidae	Eukaryota		Thailand		PMID[14640515]

Biological Activity

Activity Type	# Activity
IC50	8
Others	4

Activity Type	# Activity
Cell Line	8
Others	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Activity	=	2.5	%	12932143
NPT2	Others	Unspecified		Activity	=	10	%	12932143
NPT2	Others	Unspecified		Activity	=	51	%	12932143
NPT400	Cell Line	MDA-MB-435	Homo sapiens	IC50	=	3.8	nM	25233084
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	=	9.4	nM	18207285
NPT3558	Cell Line	QG-56		IC50	=	19	nM	20598551
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	=	7.9	nM	12713403
NPT2	Others	Unspecified		Activity	=	60	%	19467602
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	=	7.9	nM	3373221
NPT3558	Cell Line	QG-56		IC50	=	19	nM	3373221
NPT397	Cell Line	NCI-H460	Homo sapiens	IC50	=	5.9	nM	20022253
NPT579	Cell Line	DLD-1	Homo sapiens	IC50	=	9.6	nM	PubChem BioAssay data set

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 NPC97861 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	806
0.2-0.3	5690
0.3-0.4	17289
0.4-0.5	6664
0.5-0.6	323
0.6-0.7	5
0.7-0.8	5
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9669	High Similarity	NPC161644
0.9593	High Similarity	NPC239252
0.9593	High Similarity	NPC473703
0.9291	High Similarity	NPC25025
0.7538	Intermediate Similarity	NPC315110
0.7266	Intermediate Similarity	NPC313348
0.7266	Intermediate Similarity	NPC475987
0.7015	Intermediate Similarity	NPC13351
0.7014	Intermediate Similarity	NPC473955
0.6351	Remote Similarity	NPC82129
0.617	Remote Similarity	NPC230849
0.6136	Remote Similarity	NPC469895
0.6016	Remote Similarity	NPC296589
0.6	Remote Similarity	NPC241426
0.5973	Remote Similarity	NPC120335
0.597	Remote Similarity	NPC133420
0.5915	Remote Similarity	NPC174463
0.5906	Remote Similarity	NPC215507
0.5897	Remote Similarity	NPC475180
0.589	Remote Similarity	NPC475342
0.5878	Remote Similarity	NPC472167
0.5876	Remote Similarity	NPC473746
0.5867	Remote Similarity	NPC315011
0.5797	Remote Similarity	NPC470536
0.5779	Remote Similarity	NPC44040
0.5772	Remote Similarity	NPC478136
0.5772	Remote Similarity	NPC173173
0.5758	Remote Similarity	NPC472162
0.5743	Remote Similarity	NPC309525
0.5725	Remote Similarity	NPC470535
0.5724	Remote Similarity	NPC11379
0.5714	Remote Similarity	NPC469861
0.5714	Remote Similarity	NPC130436
0.5714	Remote Similarity	NPC469860
0.5705	Remote Similarity	NPC262880
0.5705	Remote Similarity	NPC247902
0.5695	Remote Similarity	NPC307165
0.5694	Remote Similarity	NPC471673
0.5693	Remote Similarity	NPC93179
0.5683	Remote Similarity	NPC298484
0.5676	Remote Similarity	NPC469999
0.5652	Remote Similarity	NPC271562
0.563	Remote Similarity	NPC474348
0.562	Remote Similarity	NPC44514
0.562	Remote Similarity	NPC75523
0.5606	Remote Similarity	NPC150041
0.5603	Remote Similarity	NPC47857
0.5603	Remote Similarity	NPC168758
0.5603	Remote Similarity	NPC181510

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC97861 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	550
0.2-0.3	2954
0.3-0.4	4282
0.4-0.5	1222
0.5-0.6	58
0.6-0.7	2
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
0.7538	Intermediate Similarity	NPD7196	Clinical (unspecified phase)
0.6136	Remote Similarity	NPD2259	Approved
0.6136	Remote Similarity	NPD2258	Approved
0.5867	Remote Similarity	NPD2101	Approved
0.585	Remote Similarity	NPD4816	Clinical (unspecified phase)
0.5658	Remote Similarity	NPD7260	Phase 2
0.5613	Remote Similarity	NPD8387	Clinical (unspecified phase)

Structure

NPC97861 OpenBabel07101718232D 42 46 0 0 1 0 0 0 0 0999 V2000 2.4337 -2.8759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5676 -5.3759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2997 0.6241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7686 -1.3320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6285 0.6241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1657 -0.8759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9757 1.4311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4337 -3.8759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0259 -1.1031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1644 0.6241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8965 -2.3759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1644 -2.3759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5676 -4.3759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4337 0.1241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0576 -0.7687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7016 0.1241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3890 -0.6689 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7625 -0.8759 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0304 0.1241 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8965 -1.3759 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1644 -1.3759 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7016 -0.8759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3314 0.0998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8965 0.6241 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5676 0.6241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7521 -1.1031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5676 -1.3759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6369 0.4342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4337 -0.8759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7016 -3.8759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8965 -3.3759 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.7625 0.1241 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0304 -0.8759 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 1.5676 1.6241 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8268 -2.1003 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5676 -2.3759 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5622 1.4314 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1644 -4.3759 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2997 -1.3759 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9010 0.4339 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7016 -2.8759 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 15 1 0 0 0 0 5 33 1 0 0 0 0 6 40 1 0 0 0 0 7 41 1 0 0 0 0 8 13 2 0 0 0 0 9 17 1 0 0 0 0 10 16 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 11 32 3 0 0 0 0 12 21 1 0 0 0 0 12 42 1 0 0 0 0 13 31 1 0 0 0 0 14 25 1 0 0 0 0 14 29 2 0 0 0 0 15 26 1 0 0 0 0 15 30 2 0 0 0 0 16 22 2 0 0 0 0 16 25 1 0 0 0 0 17 23 2 0 0 0 0 17 26 1 0 0 0 0 18 9 1 6 0 0 0 18 20 1 0 0 0 0 18 33 1 0 0 0 0 19 24 1 0 0 0 0 19 34 1 6 0 0 0 20 34 1 1 0 0 0 21 22 1 0 0 0 0 21 34 1 6 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 24 23 1 6 0 0 0 24 33 1 0 0 0 0 25 35 2 0 0 0 0 26 36 2 0 0 0 0 27 29 1 0 0 0 0 27 37 2 0 0 0 0 28 30 1 0 0 0 0 28 38 2 0 0 0 0 29 40 1 0 0 0 0 30 41 1 0 0 0 0 31 39 2 0 0 0 0 31 42 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	10483239
ChEMBL	CHEMBL451147
ZINC

Physicochemical Properties

Molecular Weight:	575.23
ALogP:	1.1329
MLogP:	3.66
XLogP:	-0.116
# Rotatable Bonds:	13
Polar Surface Area:	143.31
# H-Bond Aceptor:	11
# H-Bond Donor:	0
# Rings:	5
# Heavy Atoms:	42

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