NPASS Natural Product

Natural Product: NPC239252

Natural Product ID:	NPC239252
Common Name:	Renieramycin R
IUPAC Name:
Synonyms:	Renieramycin R
Molecular Formula:	C32H35N3O9
Standard InCHIKey:	BOKXUQWFDNEZJR-CLVVFYOESA-N
Standard InCHI:	InChI=1S/C32H35N3O9/c1-9-13(2)32(40)44-12-19-20-16(25(36)14(3)29(41-6)27(20)38)10-17-23-21-22(26(37)15(4)30(42-7)28(21)39)31(43-8)24(34(23)5)18(11-33)35(17)19/h9,17-19,23-24,31H,10,12H2,1-8H3/b13-9-/t17-,18-,19-,23-,24+,31-/m0/s1
Canonical SMILES:	CO[C@@H]1[C@H]2[C@H](C#N)N3[C@H]([C@H](N2C)C2=C1C(=O)C(=C(C2=O)OC)C)CC1=C([C@@H]3COC(=O)/C(=CC)/C)C(=O)C(=C(C1=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]

Biological Activity

Activity Type	# Activity
IC50	2

Activity Type	# Activity
Cell Line	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	=	23	nM	23876104
NPT3558	Cell Line	QG-56		IC50	=	29	nM	23876104

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 NPC239252 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	116
0.1-0.2	850
0.2-0.3	5891
0.3-0.4	16611
0.4-0.5	7013
0.5-0.6	390
0.6-0.7	11
0.7-0.8	3
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
1.0	High Similarity	NPC473703
0.9593	High Similarity	NPC97861
0.9531	High Similarity	NPC25025
0.9286	High Similarity	NPC161644
0.7259	Intermediate Similarity	NPC315110
0.7133	Intermediate Similarity	NPC313348
0.7133	Intermediate Similarity	NPC475987
0.6892	Remote Similarity	NPC473955
0.6763	Remote Similarity	NPC13351
0.6358	Remote Similarity	NPC82129
0.6309	Remote Similarity	NPC120335
0.6222	Remote Similarity	NPC133420
0.6181	Remote Similarity	NPC230849
0.6148	Remote Similarity	NPC469895
0.6133	Remote Similarity	NPC215507
0.6098	Remote Similarity	NPC475342
0.6081	Remote Similarity	NPC309525
0.6015	Remote Similarity	NPC241426
0.599	Remote Similarity	NPC475180
0.5931	Remote Similarity	NPC174463
0.5909	Remote Similarity	NPC120420
0.5888	Remote Similarity	NPC473746
0.5871	Remote Similarity	NPC99864
0.5822	Remote Similarity	NPC471673
0.5816	Remote Similarity	NPC298484
0.5792	Remote Similarity	NPC44040
0.5789	Remote Similarity	NPC173173
0.5789	Remote Similarity	NPC478136
0.5781	Remote Similarity	NPC296589
0.5779	Remote Similarity	NPC316401
0.5779	Remote Similarity	NPC315011
0.5778	Remote Similarity	NPC472167
0.5755	Remote Similarity	NPC87919
0.5743	Remote Similarity	NPC11379
0.5714	Remote Similarity	NPC307165
0.5714	Remote Similarity	NPC200412
0.5714	Remote Similarity	NPC93179
0.5714	Remote Similarity	NPC120599
0.5714	Remote Similarity	NPC156336
0.5706	Remote Similarity	NPC321485
0.5706	Remote Similarity	NPC477519
0.5706	Remote Similarity	NPC327517
0.5706	Remote Similarity	NPC317377
0.5706	Remote Similarity	NPC319334
0.5706	Remote Similarity	NPC322372
0.5704	Remote Similarity	NPC21324
0.5696	Remote Similarity	NPC45813
0.5695	Remote Similarity	NPC469999
0.5674	Remote Similarity	NPC271562
0.5664	Remote Similarity	NPC195435
0.5664	Remote Similarity	NPC196073
0.5662	Remote Similarity	NPC472162
0.5652	Remote Similarity	NPC471699
0.5649	Remote Similarity	NPC315387
0.5649	Remote Similarity	NPC316205
0.5646	Remote Similarity	NPC211215
0.5643	Remote Similarity	NPC44514
0.5643	Remote Similarity	NPC75523
0.563	Remote Similarity	NPC150041
0.5629	Remote Similarity	NPC318445
0.5629	Remote Similarity	NPC316133
0.5629	Remote Similarity	NPC314629
0.5625	Remote Similarity	NPC47857
0.5625	Remote Similarity	NPC168758
0.5625	Remote Similarity	NPC181510
0.5621	Remote Similarity	NPC247902
0.5621	Remote Similarity	NPC262880
0.5616	Remote Similarity	NPC272166
0.5615	Remote Similarity	NPC130436
0.5615	Remote Similarity	NPC469860
0.5615	Remote Similarity	NPC469861
0.5608	Remote Similarity	NPC106791
0.5608	Remote Similarity	NPC235625
0.5608	Remote Similarity	NPC201889
0.56	Remote Similarity	NPC23963

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC239252 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	100
0.1-0.2	578
0.2-0.3	3077
0.3-0.4	4128
0.4-0.5	1215
0.5-0.6	60
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
0.7259	Intermediate Similarity	NPD7196	Clinical (unspecified phase)
0.6148	Remote Similarity	NPD2259	Approved
0.6148	Remote Similarity	NPD2258	Approved
0.5935	Remote Similarity	NPD8387	Clinical (unspecified phase)
0.5871	Remote Similarity	NPD8415	Approved
0.5867	Remote Similarity	NPD4816	Clinical (unspecified phase)
0.5779	Remote Similarity	NPD2101	Approved
0.5714	Remote Similarity	NPD8392	Approved
0.5714	Remote Similarity	NPD8390	Approved
0.5714	Remote Similarity	NPD8391	Approved
0.5667	Remote Similarity	NPD8080	Discontinued
0.5658	Remote Similarity	NPD8273	Phase 1
0.5652	Remote Similarity	NPD8384	Approved
0.5629	Remote Similarity	NPD7642	Approved
0.5616	Remote Similarity	NPD1000	Clinical (unspecified phase)
0.56	Remote Similarity	NPD8274	Clinical (unspecified phase)

Structure

NPC239252 OpenBabel07101718242D 44 48 0 0 1 0 0 0 0 0999 V2000 5.8188 4.8303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9528 7.3303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6848 1.3303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5379 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2434 1.3303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5509 2.8303 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 -1.0223 3.6602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8188 5.8303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2207 1.3303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4887 4.3303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2207 4.3303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9528 6.3303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8188 1.8303 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 4.0868 1.8303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3547 1.8303 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4887 3.3303 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2207 3.3303 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0868 2.8303 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 0.1152 1.5374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4887 1.3303 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6227 2.8303 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.9528 1.3303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5793 1.2029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9528 3.3303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6945 0.3345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8188 2.8303 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 0.0576 2.3060 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0868 5.8303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4887 5.3303 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6227 1.8303 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3547 2.8303 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 4.9528 0.3303 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4055 1.7662 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9528 4.3303 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5207 -0.2289 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2207 6.3303 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6848 3.3303 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0747 -0.9972 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8733 2.6714 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0868 4.8303 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 9 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 34 1 0 0 0 0 6 41 1 0 0 0 0 7 42 1 0 0 0 0 8 43 1 0 0 0 0 9 13 2 0 0 0 0 10 16 1 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 11 33 3 0 0 0 0 12 19 1 0 0 0 0 12 44 1 0 0 0 0 13 32 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 20 2 0 0 0 0 16 25 1 0 0 0 0 17 23 1 0 0 0 0 17 35 1 1 0 0 0 18 24 1 0 0 0 0 18 35 1 6 0 0 0 19 20 1 0 0 0 0 19 35 1 1 0 0 0 20 27 1 0 0 0 0 21 22 2 0 0 0 0 21 28 1 0 0 0 0 22 26 1 0 0 0 0 22 31 1 0 0 0 0 23 21 1 1 0 0 0 23 34 1 0 0 0 0 24 31 1 0 0 0 0 24 34 1 6 0 0 0 25 36 2 0 0 0 0 26 37 2 0 0 0 0 27 29 1 0 0 0 0 27 38 2 0 0 0 0 28 30 1 0 0 0 0 28 39 2 0 0 0 0 29 41 1 0 0 0 0 30 42 1 0 0 0 0 31 43 1 6 0 0 0 32 40 2 0 0 0 0 32 44 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	11180989
ChEMBL	CHEMBL454372
ZINC

Physicochemical Properties

Molecular Weight:	605.24
ALogP:	0.9683
MLogP:	3.66
XLogP:	-0.361
# Rotatable Bonds:	15
Polar Surface Area:	152.54
# H-Bond Aceptor:	12
# H-Bond Donor:	0
# Rings:	5
# Heavy Atoms:	44

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