NPASS Natural Product

Natural Product: NPC314686

Natural Product ID:	NPC314686
Common Name:	(7R)-4-Carbamoyl-6-Hydroxy-2-Methyl-7-[(2-Sulfamoylacetyl)Amino]-4A,5,6,7A-Tetrahydro-1H-Cyclopenta[C]Pyridine-7-Carboxylic Acid
IUPAC Name:	(7R)-4-carbamoyl-6-hydroxy-2-methyl-7-[(2-sulfamoylacetyl)amino]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyridine-7-carboxylic acid
Synonyms:
Molecular Formula:	C13H20N4O7S
Standard InCHIKey:	VZRFZUPFQKSXPV-VZZGELKGSA-N
Standard InCHI:	InChI=1S/C13H20N4O7S/c1-17-3-7(11(14)20)6-2-9(18)13(12(21)22,8(6)4-17)16-10(19)5-25(15,23)24/h3,6,8-9,18H,2,4-5H2,1H3,(H2,14,20)(H,16,19)(H,21,22)(H2,15,23,24)/t6?,8?,9?,13-/m1/s1
Canonical SMILES:	CN1C=C(C(=N)O)C2C(C1)[C@](N=C(CS(=O)(=O)N)O)(C(=O)O)C(C2)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
NPO2445.4	Streptomyces sioyaensis sa-1758	Subspecies	Streptomycetaceae	Bacteria				StreptomeDB*

Biological Activity

Activity Type	# Activity
GI50	60

Activity Type	# Activity
Cell Line	60

Target ID	Target Type	Target Name	Target Organism	Activity Type	Value	Unit	Reference
NPT368	Cell Line	SN12C	Homo sapiens	GI50	18155.16	nM	PubChem BioAssay data set
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	1862.09	nM	PubChem BioAssay data set
NPT369	Cell Line	ACHN	Homo sapiens	GI50	4875.28	nM	PubChem BioAssay data set
NPT371	Cell Line	UO-31	Homo sapiens	GI50	3047.89	nM	PubChem BioAssay data set
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	1492.79	nM	PubChem BioAssay data set
NPT116	Cell Line	HL-60	Homo sapiens	GI50	10	nM	PubChem BioAssay data set
NPT374	Cell Line	SF-539	Homo sapiens	GI50	2051.16	nM	PubChem BioAssay data set
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	4570.88	nM	PubChem BioAssay data set
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	6309.57	nM	PubChem BioAssay data set
NPT111	Cell Line	K562	Homo sapiens	GI50	2167.7	nM	PubChem BioAssay data set
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	17458.22	nM	PubChem BioAssay data set
NPT376	Cell Line	A498	Homo sapiens	GI50	2027.68	nM	PubChem BioAssay data set
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	1823.9	nM	PubChem BioAssay data set
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	1698.24	nM	PubChem BioAssay data set
NPT380	Cell Line	U-251	Homo sapiens	GI50	3047.89	nM	PubChem BioAssay data set
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	5902.01	nM	PubChem BioAssay data set
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	2415.46	nM	PubChem BioAssay data set
NPT572	Cell Line	DMS-273	Homo sapiens	GI50	3206.27	nM	PubChem BioAssay data set
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	2792.54	nM	PubChem BioAssay data set
NPT385	Cell Line	SR	Homo sapiens	GI50	2018.37	nM	PubChem BioAssay data set
NPT384	Cell Line	TK-10	Homo sapiens	GI50	3917.42	nM	PubChem BioAssay data set
NPT323	Cell Line	SW-620	Homo sapiens	GI50	3872.58	nM	PubChem BioAssay data set
NPT573	Cell Line	M19-MEL	Homo sapiens	GI50	4385.31	nM	PubChem BioAssay data set
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	11721.95	nM	PubChem BioAssay data set
NPT387	Cell Line	M14	Homo sapiens	GI50	1485.94	nM	PubChem BioAssay data set
NPT386	Cell Line	KM12	Homo sapiens	GI50	20701.41	nM	PubChem BioAssay data set
NPT574	Cell Line	XF498	Homo sapiens	GI50	1273.5	nM	PubChem BioAssay data set
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	3639.15	nM	PubChem BioAssay data set
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	17988.71	nM	PubChem BioAssay data set
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	2089.3	nM	PubChem BioAssay data set
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	2371.37	nM	PubChem BioAssay data set
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	2917.43	nM	PubChem BioAssay data set
NPT81	Cell Line	A549	Homo sapiens	GI50	3250.87	nM	PubChem BioAssay data set
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	3793.15	nM	PubChem BioAssay data set
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	2228.44	nM	PubChem BioAssay data set
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	18492.69	nM	PubChem BioAssay data set
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	8912.51	nM	PubChem BioAssay data set
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	3318.94	nM	PubChem BioAssay data set
NPT395	Cell Line	SF-268	Homo sapiens	GI50	3019.95	nM	PubChem BioAssay data set
NPT394	Cell Line	EKVX	Homo sapiens	GI50	4187.94	nM	PubChem BioAssay data set
NPT731	Cell Line	LXFL 529	Homo sapiens	GI50	4602.57	nM	PubChem BioAssay data set
NPT576	Cell Line	DMS-114	Homo sapiens	GI50	2517.68	nM	PubChem BioAssay data set
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	2466.04	nM	PubChem BioAssay data set
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	2172.7	nM	PubChem BioAssay data set
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	3491.4	nM	PubChem BioAssay data set
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	5457.58	nM	PubChem BioAssay data set
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	2728.98	nM	PubChem BioAssay data set
NPT399	Cell Line	SF-295	Homo sapiens	GI50	2754.23	nM	PubChem BioAssay data set
NPT577	Cell Line	RXF 631	Homo sapiens	GI50	2978.52	nM	PubChem BioAssay data set
NPT578	Cell Line	SNB-78	Homo sapiens	GI50	2747.89	nM	PubChem BioAssay data set
NPT401	Cell Line	786-0	Homo sapiens	GI50	3614.1	nM	PubChem BioAssay data set
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	9332.54	nM	PubChem BioAssay data set
NPT579	Cell Line	DLD-1	Homo sapiens	GI50	16788.04	nM	PubChem BioAssay data set
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	5236	nM	PubChem BioAssay data set
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	2679.17	nM	PubChem BioAssay data set
NPT139	Cell Line	HT-29	Homo sapiens	GI50	3326.6	nM	PubChem BioAssay data set
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	2426.61	nM	PubChem BioAssay data set
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	14092.89	nM	PubChem BioAssay data set
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	1761.98	nM	PubChem BioAssay data set
NPT732	Cell Line	HOP-18	Homo sapiens	GI50	8413.95	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 NPC314686 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	62
0.1-0.2	688
0.2-0.3	10473
0.3-0.4	13821
0.4-0.5	5615
0.5-0.6	225
0.6-0.7	4
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC268844
0.6304	Remote Similarity	NPC50694
0.6214	Remote Similarity	NPC201968
0.6214	Remote Similarity	NPC209734
0.6058	Remote Similarity	NPC329305
0.5985	Remote Similarity	NPC234542
0.594	Remote Similarity	NPC473224
0.5929	Remote Similarity	NPC276995
0.5929	Remote Similarity	NPC76660
0.5839	Remote Similarity	NPC236644
0.5781	Remote Similarity	NPC193386
0.5772	Remote Similarity	NPC474371
0.5766	Remote Similarity	NPC14537
0.5755	Remote Similarity	NPC15413
0.5725	Remote Similarity	NPC473252
0.5704	Remote Similarity	NPC469466
0.5625	Remote Similarity	NPC471645
0.5608	Remote Similarity	NPC238323

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC314686 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	68
0.1-0.2	286
0.2-0.3	3320
0.3-0.4	4375
0.4-0.5	1047
0.5-0.6	62
0.6-0.7	3
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
0.6148	Remote Similarity	NPD1827	Clinical (unspecified phase)
0.6148	Remote Similarity	NPD1829	Clinical (unspecified phase)
0.6148	Remote Similarity	NPD1828	Approved
0.5899	Remote Similarity	NPD6420	Discontinued
0.5802	Remote Similarity	NPD573	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD4228	Discovery
0.5714	Remote Similarity	NPD6413	Approved
0.5669	Remote Similarity	NPD6334	Approved
0.5669	Remote Similarity	NPD6333	Approved

Structure

CID314686 OpenBabel06191716122D 25 26 0 0 1 0 0 0 0 0999 V2000 -6.6776 0.0473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8889 0.6479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4381 1.1633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0913 -0.4681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9630 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8519 0.6479 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.4962 1.3635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1494 -0.2679 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5913 -0.2679 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.9259 -1.6679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1986 2.2794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8519 -1.6679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3704 -0.8340 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2567 2.4796 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9630 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8889 -1.6679 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.7357 0.2475 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6755 -0.5655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4444 -2.5019 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8430 2.9950 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8148 -1.6679 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3704 -2.5019 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9630 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9630 0.0000 O 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 17 1 0 0 0 0 2 6 1 0 0 0 0 2 9 1 0 0 0 0 3 7 2 0 0 0 0 3 17 1 0 0 0 0 4 8 1 0 0 0 0 4 17 1 0 0 0 0 5 10 1 0 0 0 0 5 25 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 7 11 1 0 0 0 0 8 13 1 0 0 0 0 9 13 1 0 0 0 0 9 18 1 0 0 0 0 10 16 2 3 0 0 0 10 19 1 0 0 0 0 11 14 2 0 0 0 0 11 20 1 0 0 0 0 12 21 2 0 0 0 0 12 22 1 0 0 0 0 13 12 1 1 0 0 0 13 16 1 0 0 0 0 15 25 1 0 0 0 0 23 25 2 0 0 0 0 24 25 2 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	6711682
ChEMBL	CHEMBL1982245
ZINC

Physicochemical Properties

Molecular Weight:	376.11
ALogP:	-2.5434
MLogP:	1.57
XLogP:	-3.861
# Rotatable Bonds:	11
Polar Surface Area:	205.98
# H-Bond Aceptor:	11
# H-Bond Donor:	6
# Rings:	2
# Heavy Atoms:	25

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General Info & Identifiers & Properties
Structure MOL file
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