NPASS Natural Product

Natural Product: NPC296589

Natural Product ID:	NPC296589
Common Name:	Cassiarin B
IUPAC Name:
Synonyms:
Molecular Formula:	C18H19NO4
Standard InCHIKey:	OTLORQJLOJHVHW-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C18H19NO4/c1-11-7-13-9-14(20)10-16-18(13)15(8-12(2)23-16)19(11)6-4-5-17(21)22-3/h7-10H,4-6H2,1-3H3
Canonical SMILES:	COC(=O)CCCn1c(C)cc2c3c1cc(C)oc3cc(=O)c2
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
NPO25715	Senna siamea	Species	Fabaceae	Eukaryota	Leaves			PMID[17685627]

Biological Activity

Activity Type	# Activity
IC50	2
Others	1

Activity Type	# Activity
Cell Line	1
Organism	1
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	100000	nM	19892554
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	22000	nM	19892554
NPT2	Others	Unspecified		Ratio IC50	>	4.5		19892554

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 NPC296589 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	52
0.1-0.2	771
0.2-0.3	7303
0.3-0.4	18554
0.4-0.5	3775
0.5-0.6	409
0.6-0.7	24
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	Natural Product ID
0.7071	Intermediate Similarity	NPC241426
0.6737	Remote Similarity	NPC469860
0.6737	Remote Similarity	NPC130436
0.6737	Remote Similarity	NPC469861
0.6585	Remote Similarity	NPC14437
0.6585	Remote Similarity	NPC270412
0.6559	Remote Similarity	NPC312419
0.6456	Remote Similarity	NPC25038
0.6413	Remote Similarity	NPC28529
0.6395	Remote Similarity	NPC470442
0.6375	Remote Similarity	NPC221763
0.6364	Remote Similarity	NPC81195
0.625	Remote Similarity	NPC173157
0.619	Remote Similarity	NPC15193
0.6173	Remote Similarity	NPC150717
0.6136	Remote Similarity	NPC477117
0.6122	Remote Similarity	NPC475614
0.6111	Remote Similarity	NPC133098
0.6087	Remote Similarity	NPC281154
0.6071	Remote Similarity	NPC309408
0.6071	Remote Similarity	NPC79756
0.6055	Remote Similarity	NPC133420
0.6044	Remote Similarity	NPC252503
0.6016	Remote Similarity	NPC97861
0.6	Remote Similarity	NPC471768
0.598	Remote Similarity	NPC236322
0.5977	Remote Similarity	NPC471556
0.5977	Remote Similarity	NPC471566
0.5977	Remote Similarity	NPC471565
0.5977	Remote Similarity	NPC112312
0.596	Remote Similarity	NPC2640
0.5952	Remote Similarity	NPC133600
0.5943	Remote Similarity	NPC52820
0.593	Remote Similarity	NPC2328
0.592	Remote Similarity	NPC161644
0.5914	Remote Similarity	NPC147621
0.5914	Remote Similarity	NPC210258
0.5914	Remote Similarity	NPC206507
0.5909	Remote Similarity	NPC469446
0.5909	Remote Similarity	NPC470033
0.59	Remote Similarity	NPC202056
0.5875	Remote Similarity	NPC191643
0.5843	Remote Similarity	NPC203335
0.5843	Remote Similarity	NPC98329
0.5843	Remote Similarity	NPC7392
0.5824	Remote Similarity	NPC59558
0.5818	Remote Similarity	NPC68001
0.5818	Remote Similarity	NPC474827
0.5818	Remote Similarity	NPC474828
0.5818	Remote Similarity	NPC199831
0.581	Remote Similarity	NPC313265
0.5806	Remote Similarity	NPC470994
0.5795	Remote Similarity	NPC476589
0.5781	Remote Similarity	NPC473703
0.5781	Remote Similarity	NPC239252
0.5778	Remote Similarity	NPC79220
0.5778	Remote Similarity	NPC280374
0.5769	Remote Similarity	NPC299808
0.5769	Remote Similarity	NPC72183
0.5769	Remote Similarity	NPC118844
0.5769	Remote Similarity	NPC110875
0.5766	Remote Similarity	NPC9436
0.5766	Remote Similarity	NPC75523
0.5743	Remote Similarity	NPC291712
0.5732	Remote Similarity	NPC218486
0.573	Remote Similarity	NPC78625
0.5727	Remote Similarity	NPC474244
0.5714	Remote Similarity	NPC477688
0.5698	Remote Similarity	NPC305973
0.5696	Remote Similarity	NPC234084
0.5688	Remote Similarity	NPC26597
0.5684	Remote Similarity	NPC263266
0.5667	Remote Similarity	NPC132286
0.5657	Remote Similarity	NPC123908
0.5657	Remote Similarity	NPC10080
0.5652	Remote Similarity	NPC315285
0.5644	Remote Similarity	NPC185928
0.5644	Remote Similarity	NPC281172
0.5632	Remote Similarity	NPC151648
0.5625	Remote Similarity	NPC473825
0.5618	Remote Similarity	NPC182794
0.5614	Remote Similarity	NPC474099
0.5606	Remote Similarity	NPC25025
0.5604	Remote Similarity	NPC238223
0.5604	Remote Similarity	NPC96272

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC296589 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	69
0.1-0.2	314
0.2-0.3	3179
0.3-0.4	4831
0.4-0.5	734
0.5-0.6	33
0.6-0.7	1
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
0.6585	Remote Similarity	NPD9418	Clinical (unspecified phase)
0.5843	Remote Similarity	NPD9137	Approved
0.5745	Remote Similarity	NPD1452	Discontinued
0.5714	Remote Similarity	NPD5115	Clinical (unspecified phase)

Structure

CID296589 OpenBabel06191716102D 23 25 0 0 0 0 0 0 0 0999 V2000 4.1909 -1.4247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8129 -1.4616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1596 -4.9114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0231 -3.2178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5517 -4.0545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5342 -2.3912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3491 0.0130 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8466 -1.4490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5025 1.4620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 1.4521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3533 -0.9464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0178 -0.9714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5096 0.4977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6690 1.9365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6807 -0.9617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8342 0.4873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5914 -4.0646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6804 0.0132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5241 -1.4308 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6636 2.8998 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1024 -3.2380 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1199 -4.9013 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 1 11 1 0 0 0 0 2 12 1 0 0 0 0 3 22 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 17 1 0 0 0 0 6 19 1 0 0 0 0 7 11 2 0 0 0 0 7 13 1 0 0 0 0 8 12 2 0 0 0 0 8 15 1 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 10 14 1 0 0 0 0 10 16 2 0 0 0 0 11 19 1 0 0 0 0 12 23 1 0 0 0 0 13 18 1 0 0 0 0 14 20 2 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 16 18 1 0 0 0 0 16 23 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	17756116
ChEMBL	CHEMBL594329
ZINC

Physicochemical Properties

Molecular Weight:	313.13
ALogP:	0.1911
MLogP:	2.89
XLogP:	2.107
# Rotatable Bonds:	8
Polar Surface Area:	55.84
# H-Bond Aceptor:	5
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	23

Download Data

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