NPASS Natural Product

Natural Product: NPC268844

Natural Product ID:	NPC268844
Common Name:	(-)-Altemicidin
IUPAC Name:	(4aR,6S,7R,7aS)-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-VPFIQFBESA-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+/m0/s1
Canonical SMILES:	CN1C=C(C(=N)O)[C@H]2[C@@H](C1)[C@](N=C(CS(=O)(=O)N)O)(C(=O)O)[C@H](C2)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	PMID[26035239]
NPO28613	Streptomyces calvus	Species	Streptomycetaceae	Bacteria	PMID[26035239]
NPO11450	Pseudoceratina purpurea	Species	Pseudoceratinidae	Eukaryota	PMID[26035239]

Biological Activity

Activity Type	# Activity
IC50	2
LD50	1
Others	2

Activity Type	# Activity
Cell Line	1
Organism	3
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	LD50	=	0.3	mg/kg	24576210
NPT350	Organism	Tetranychus urticae	Tetranychus urticae	Activity	=	50	%	10479314
NPT176	Organism	Artemia salina	Artemia salina	LC50	=	3	ug/ml	10479314
NPT137	Cell Line	L1210	Mus musculus	IC50	=	2120	nM	24601601
NPT2	Others	Unspecified		IC50	=	2120	nM	24877760

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 NPC268844 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	NPC314686
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	NPC76660
0.5929	Remote Similarity	NPC276995
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 NPC268844 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

NPC268844 OpenBabel07101719512D 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 1 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 2 0 0 0 0 0 0 0 0 0 -2.5913 -0.2679 0.0000 C 0 0 1 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 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 2 1 6 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 6 0 0 0 9 13 1 6 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	11036174
ChEMBL	CHEMBL3586273
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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