NPASS drugs

Drug Information

Drug ID:	NPD3669
Drug Name:	Artesunate
Molecular Formula:	C19H28O8
Canonical SMILES:	OC(=O)CCC(=O)O[C@@H]1O[C@@H]2O[C@@]3(C)CC[C@@H]4[C@]2([C@H]([C@H]1C)CC[C@H]4C)OO3
Standard InCHI:	"InChI=1S/C19H28O8/c1-10-4-5-13-11(2)16(23-15(22)7-6-14(20)21)24-17-19(13)12(10)8-9-18(3,25-17)26-27-19/h10-13,16-17H,4-9H2,1-3H3,(H,20,21)/t10-,11-,12+,13+,16-,17-,18-,19-/m1/s1"
Standard InCHIKey:	FIHJKUPKCHIPAT-AHIGJZGOSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3669

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	89539
0.1-0.2	120388
0.2-0.3	1754
0.3-0.4	5
0.4-0.5	13
0.5-0.6	14
0.6-0.7	11
0.7-0.8	0
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	11

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC30102
High Similarity	1.0	NPC234995
High Similarity	1.0	NPC128816
High Similarity	1.0	NPC67158
High Similarity	1.0	NPC8253
High Similarity	1.0	NPC80227
High Similarity	1.0	NPC119928
High Similarity	1.0	NPC136431
High Similarity	1.0	NPC97999
High Similarity	1.0	NPC169150
High Similarity	1.0	NPC608445
Intermediate Similarity	0.8033	NPC484862
Intermediate Similarity	0.8033	NPC605234
Remote Similarity	0.6552	NPC2729
Remote Similarity	0.6552	NPC95791
Remote Similarity	0.6552	NPC5209
Remote Similarity	0.6552	NPC48300
Remote Similarity	0.6552	NPC51956
Remote Similarity	0.6552	NPC170411
Remote Similarity	0.6552	NPC29005
Remote Similarity	0.6552	NPC116135
Remote Similarity	0.6552	NPC8939
Remote Similarity	0.6552	NPC75027
Remote Similarity	0.6552	NPC611235
Remote Similarity	0.5484	NPC262589
Remote Similarity	0.5484	NPC136409
Remote Similarity	0.5484	NPC285480
Remote Similarity	0.5484	NPC30443
Remote Similarity	0.5484	NPC260977
Remote Similarity	0.5484	NPC45256
Remote Similarity	0.5484	NPC288326
Remote Similarity	0.5484	NPC186787
Remote Similarity	0.5484	NPC137937
Remote Similarity	0.5484	NPC37889
Remote Similarity	0.5484	NPC98003
Remote Similarity	0.5484	NPC607783
Remote Similarity	0.5484	NPC608055
Remote Similarity	0.5484	NPC612072

Drug Structure

NPD3669 OpenBabel08211703112D 28 31 0 0 1 0 0 0 0 0999 V2000 -2.0007 -2.5461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2723 -0.2181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9303 -1.3078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1509 -1.1686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1319 -0.6167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7537 -3.2539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7346 -3.6388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6607 -2.1980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2746 -2.2681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7312 -1.5274 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3598 -0.7450 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1890 -1.4231 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6887 -0.2874 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9299 -3.9109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5584 -2.9819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4205 -1.5550 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9125 -1.5806 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9125 -1.5806 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9125 -0.5269 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0869 -4.9528 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0510 -3.5259 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5393 -3.3668 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4014 -1.9399 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8251 -2.1074 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.1074 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9125 -0.5269 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 0.8748 -4.1829 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4 5 1 0 0 0 0 4 10 1 0 0 0 0 5 13 1 0 0 0 0 6 7 1 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 9 1 0 0 0 0 8 12 1 0 0 0 0 9 18 1 0 0 0 0 10 1 1 6 0 0 0 10 12 1 0 0 0 0 11 2 1 6 0 0 0 11 13 1 0 0 0 0 11 16 1 0 0 0 0 12 19 1 1 0 0 0 13 19 1 1 0 0 0 14 20 2 0 0 0 0 14 21 1 0 0 0 0 15 22 2 0 0 0 0 15 23 1 0 0 0 0 16 23 1 1 0 0 0 16 24 1 0 0 0 0 17 19 1 1 0 0 0 17 24 1 0 0 0 0 17 25 1 0 0 0 0 18 3 1 1 0 0 0 18 25 1 0 0 0 0 18 26 1 0 0 0 0 19 27 1 6 0 0 0 21 28 1 0 0 0 0 26 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09274
ChEMBL	CHEMBL361497
IUPHAR/BPS
PharmaGKB
KEGG Drug	D02482
PubChem CID	0
ChEBI	63918
CAS Number	88495-63-0

Drug Properties

Molecular Weight	384.18
ALogP	0.4477
MLogP	2.67
XLogP	2.925
HDA	8
HBD	1
Rotatable Bonds	9
TPSA	100.52
RO5 Violation	0