NPASS Natural Product

Natural Product: NPC1111

Natural Product ID:	NPC1111
Common Name:	(3R,4S,5S,7R,9E,11R,12R)-4-[(2S,3R,4S,6R)-4-(Dimethylamino)-3-Hydroxy-6-Methyloxan-2-Yl]Oxy-12-Ethyl-3,5,7,11-Tetramethyl-1-Oxacyclododec-9-Ene-2,8-Dione
IUPAC Name:	(3R,4S,5S,7R,9E,11R,12R)-4-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-12-ethyl-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione
Synonyms:	YC-17
Molecular Formula:	C25H43NO6
Standard InCHIKey:	DZGHWPQKGWXOHD-NHLONWFASA-N
Standard InCHI:	InChI=1S/C25H43NO6/c1-9-21-14(2)10-11-20(27)15(3)12-16(4)23(18(6)24(29)31-21)32-25-22(28)19(26(7)8)13-17(5)30-25/h10-11,14-19,21-23,25,28H,9,12-13H2,1-8H3/b11-10+/t14-,15-,16+,17-,18-,19+,21-,22-,23+,25+/m1/s1
Canonical SMILES:	CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@@H](C)C[C@H](C(=O)/C=C/[C@H]1C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO28993	Streptomyces venezuelae	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO28993.22	Streptomyces venezuelae yj003	Subspecies	Streptomycetaceae	Bacteria	StreptomeDB*
NPO28993.4	Streptomyces venezuelae atcc 15439	Subspecies	Streptomycetaceae	Bacteria	StreptomeDB*

Showing 1 to 3 of 3 entries

Previous1Next

Biological Activity

Activity Type	# Activity
Others	1

Activity Type	# Activity
Organism	1

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	IZ	=	16	mm	11720530

Showing 1 to 1 of 1 entries

Previous1Next

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 NPC1111 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	66
0.1-0.2	412
0.2-0.3	2458
0.3-0.4	8606
0.4-0.5	11453
0.5-0.6	5927
0.6-0.7	1894
0.7-0.8	57
0.8-0.85	6
0.85-0.9	5
0.9-0.95	2
0.95-1	3

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.6613	Remote Similarity	NPC174836
0.6614	Remote Similarity	NPC234522
0.6614	Remote Similarity	NPC284656
0.6635	Remote Similarity	NPC266119
0.6636	Remote Similarity	NPC477994

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC1111 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	83
0.1-0.2	470
0.2-0.3	2835
0.3-0.4	3570
0.4-0.5	1677
0.5-0.6	389
0.6-0.7	97
0.7-0.8	24
0.8-0.85	14
0.85-0.9	1
0.9-0.95	1
0.95-1	0

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.5664	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.5664	Remote Similarity	NPD4252	Approved
0.5672	Remote Similarity	NPD7115	Discovery
0.5678	Remote Similarity	NPD4264	Clinical (unspecified phase)
0.5691	Remote Similarity	NPD8319	Approved

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

CID1111 OpenBabel06191715322D 32 33 0 0 1 0 0 0 0 0999 V2000 -5.7953 2.3637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1334 1.3760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8578 -3.3848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1091 -2.6483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4351 1.6238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3726 0.1004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4989 -0.0673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0638 -1.6911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8578 2.1125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9324 -0.1508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9324 -1.1214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6360 -2.4473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6238 0.4351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4471 0.6897 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.6066 -2.4473 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7954 -1.9620 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6863 0.6863 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3101 -0.1508 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8750 -0.5024 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.4471 -1.9620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6066 1.1750 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.1887 -1.1887 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3101 -1.1214 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7954 0.6897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2512 -0.9375 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.8125 -0.7536 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1334 -2.6483 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4399 -2.1262 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1091 1.3760 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 -3.6360 1.1750 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4351 -1.6238 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 7 26 1 0 0 0 0 8 26 1 0 0 0 0 10 11 2 0 0 0 0 10 14 1 0 0 0 0 11 20 1 0 0 0 0 12 15 1 0 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 13 19 1 0 0 0 0 14 2 1 1 0 0 0 14 21 1 0 0 0 0 15 3 1 1 0 0 0 15 20 1 0 0 0 0 16 4 1 1 0 0 0 16 23 1 0 0 0 0 17 5 1 6 0 0 0 17 30 1 0 0 0 0 18 6 1 6 0 0 0 18 23 1 0 0 0 0 18 24 1 0 0 0 0 19 22 1 0 0 0 0 19 26 1 6 0 0 0 20 27 2 0 0 0 0 21 9 1 1 0 0 0 21 31 1 0 0 0 0 22 25 1 0 0 0 0 22 28 1 1 0 0 0 23 32 1 1 0 0 0 24 29 2 0 0 0 0 24 31 1 0 0 0 0 25 30 1 0 0 0 0 25 32 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	5282032
ChEMBL	CHEMBL326421
ZINC

Physicochemical Properties

Molecular Weight:	453.31
ALogP:	-0.2189
MLogP:	3.44
XLogP:	2.465
# Rotatable Bonds:	13
Polar Surface Area:	85.3
# H-Bond Aceptor:	7
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	32

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs