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:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3669

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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	215
0.1-0.2	2068
0.2-0.3	5764
0.3-0.4	11431
0.4-0.5	5506
0.5-0.6	4278
0.6-0.7	1540
0.7-0.8	73
0.8-0.85	4
0.85-0.9	8
0.9-0.95	0
0.95-1	3

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC67158
High Similarity	1.0	NPC128816
High Similarity	1.0	NPC30102
High Similarity	0.8765	NPC45256
High Similarity	0.8765	NPC285480
High Similarity	0.8765	NPC30443
High Similarity	0.8765	NPC260977
High Similarity	0.859	NPC200167
High Similarity	0.859	NPC209666
High Similarity	0.859	NPC53868
High Similarity	0.859	NPC31046
Intermediate Similarity	0.8442	NPC29005
Intermediate Similarity	0.8442	NPC51956
Intermediate Similarity	0.8442	NPC5209
Intermediate Similarity	0.8193	NPC60568
Intermediate Similarity	0.764	NPC471411
Intermediate Similarity	0.764	NPC471410
Intermediate Similarity	0.7529	NPC177343
Intermediate Similarity	0.7474	NPC148872
Intermediate Similarity	0.747	NPC166250
Intermediate Similarity	0.7368	NPC94582
Intermediate Similarity	0.7368	NPC57964
Intermediate Similarity	0.7349	NPC123122
Intermediate Similarity	0.734	NPC475307
Intermediate Similarity	0.7326	NPC272841
Intermediate Similarity	0.7303	NPC241959
Intermediate Similarity	0.7292	NPC237071
Intermediate Similarity	0.7292	NPC475765
Intermediate Similarity	0.7292	NPC238796
Intermediate Similarity	0.7292	NPC203434
Intermediate Similarity	0.7283	NPC470872
Intermediate Similarity	0.7263	NPC151214
Intermediate Similarity	0.7263	NPC191915
Intermediate Similarity	0.7253	NPC474008
Intermediate Similarity	0.7253	NPC476717
Intermediate Similarity	0.7222	NPC18953
Intermediate Similarity	0.7216	NPC472273
Intermediate Similarity	0.7209	NPC476719
Intermediate Similarity	0.7188	NPC215570
Intermediate Similarity	0.7159	NPC471217
Intermediate Similarity	0.7159	NPC471216
Intermediate Similarity	0.7157	NPC203974
Intermediate Similarity	0.7143	NPC209798
Intermediate Similarity	0.7143	NPC471375
Intermediate Similarity	0.7143	NPC235402
Intermediate Similarity	0.7143	NPC471374
Intermediate Similarity	0.7126	NPC252483
Intermediate Similarity	0.7126	NPC191345
Intermediate Similarity	0.7113	NPC296936
Intermediate Similarity	0.7113	NPC252056
Intermediate Similarity	0.7113	NPC475785
Intermediate Similarity	0.7111	NPC475820
Intermediate Similarity	0.7111	NPC213737
Intermediate Similarity	0.7111	NPC474253
Intermediate Similarity	0.7111	NPC474346
Intermediate Similarity	0.7111	NPC474284
Intermediate Similarity	0.7108	NPC471879
Intermediate Similarity	0.71	NPC80640
Intermediate Similarity	0.7097	NPC221993
Intermediate Similarity	0.7087	NPC207693
Intermediate Similarity	0.7083	NPC178949
Intermediate Similarity	0.7083	NPC96736
Intermediate Similarity	0.7079	NPC116320
Intermediate Similarity	0.7079	NPC71541
Intermediate Similarity	0.7079	NPC211049
Intermediate Similarity	0.7079	NPC119922
Intermediate Similarity	0.7071	NPC471428
Intermediate Similarity	0.7071	NPC471427
Intermediate Similarity	0.7071	NPC51579
Intermediate Similarity	0.7071	NPC471426
Intermediate Similarity	0.7065	NPC470657
Intermediate Similarity	0.7059	NPC308489
Intermediate Similarity	0.7053	NPC475878
Intermediate Similarity	0.7041	NPC470591
Intermediate Similarity	0.7041	NPC266417
Intermediate Similarity	0.7033	NPC79308
Intermediate Similarity	0.7021	NPC131466
Intermediate Similarity	0.7019	NPC228190
Intermediate Similarity	0.7019	NPC236753
Intermediate Similarity	0.7019	NPC22709
Intermediate Similarity	0.7	NPC2096
Intermediate Similarity	0.7	NPC208912
Intermediate Similarity	0.7	NPC476838
Intermediate Similarity	0.7	NPC472081
Intermediate Similarity	0.7	NPC476839
Intermediate Similarity	0.7	NPC475574
Intermediate Similarity	0.7	NPC476512
Intermediate Similarity	0.7	NPC108227
Remote Similarity	0.699	NPC126753
Remote Similarity	0.6989	NPC213658
Remote Similarity	0.6989	NPC62202
Remote Similarity	0.6989	NPC45833
Remote Similarity	0.6989	NPC31349
Remote Similarity	0.6989	NPC110365
Remote Similarity	0.6989	NPC43912
Remote Similarity	0.6989	NPC140446
Remote Similarity	0.6961	NPC469827
Remote Similarity	0.6961	NPC267637
Remote Similarity	0.6957	NPC476715
Remote Similarity	0.6957	NPC290612
Remote Similarity	0.6952	NPC470622
Remote Similarity	0.6941	NPC476718
Remote Similarity	0.6932	NPC43463
Remote Similarity	0.6931	NPC470029
Remote Similarity	0.6931	NPC114700
Remote Similarity	0.6931	NPC310138
Remote Similarity	0.6931	NPC471254
Remote Similarity	0.6931	NPC134967
Remote Similarity	0.6923	NPC474266
Remote Similarity	0.6923	NPC469826
Remote Similarity	0.69	NPC80417
Remote Similarity	0.69	NPC20028
Remote Similarity	0.6897	NPC136424
Remote Similarity	0.6897	NPC107963
Remote Similarity	0.6893	NPC273189
Remote Similarity	0.6893	NPC184805
Remote Similarity	0.6889	NPC476494
Remote Similarity	0.6889	NPC470156
Remote Similarity	0.6889	NPC470154
Remote Similarity	0.6887	NPC469824
Remote Similarity	0.6882	NPC107603
Remote Similarity	0.6882	NPC268633
Remote Similarity	0.6875	NPC307167
Remote Similarity	0.6875	NPC210759
Remote Similarity	0.6875	NPC229801
Remote Similarity	0.6869	NPC210157
Remote Similarity	0.6869	NPC74466
Remote Similarity	0.6863	NPC139181
Remote Similarity	0.6863	NPC34562
Remote Similarity	0.6863	NPC471253
Remote Similarity	0.6863	NPC476837
Remote Similarity	0.6863	NPC97260
Remote Similarity	0.6854	NPC170595
Remote Similarity	0.6842	NPC82955
Remote Similarity	0.6837	NPC21897
Remote Similarity	0.6832	NPC478181
Remote Similarity	0.6832	NPC280991
Remote Similarity	0.6832	NPC477172
Remote Similarity	0.6827	NPC471430
Remote Similarity	0.6827	NPC293512
Remote Similarity	0.6822	NPC470543
Remote Similarity	0.6822	NPC477489
Remote Similarity	0.6822	NPC157571
Remote Similarity	0.6818	NPC474003
Remote Similarity	0.6813	NPC477447
Remote Similarity	0.6813	NPC216800
Remote Similarity	0.6813	NPC470155
Remote Similarity	0.6813	NPC475849
Remote Similarity	0.6813	NPC477446
Remote Similarity	0.6809	NPC472396
Remote Similarity	0.6804	NPC323231
Remote Similarity	0.6804	NPC224003
Remote Similarity	0.6804	NPC470623
Remote Similarity	0.6804	NPC18724
Remote Similarity	0.6804	NPC171741
Remote Similarity	0.68	NPC292775
Remote Similarity	0.6796	NPC470167
Remote Similarity	0.6792	NPC471431
Remote Similarity	0.6778	NPC472943
Remote Similarity	0.6778	NPC186594
Remote Similarity	0.6778	NPC472951
Remote Similarity	0.6778	NPC125366
Remote Similarity	0.6778	NPC475456
Remote Similarity	0.6774	NPC477205
Remote Similarity	0.6771	NPC470114
Remote Similarity	0.6771	NPC50443
Remote Similarity	0.6771	NPC65550
Remote Similarity	0.6771	NPC18536
Remote Similarity	0.6771	NPC279329
Remote Similarity	0.6768	NPC193785
Remote Similarity	0.6765	NPC310031
Remote Similarity	0.6765	NPC470172
Remote Similarity	0.6765	NPC80191
Remote Similarity	0.6762	NPC472079
Remote Similarity	0.6759	NPC204458
Remote Similarity	0.6759	NPC189884
Remote Similarity	0.6759	NPC47063
Remote Similarity	0.6759	NPC138334
Remote Similarity	0.6747	NPC477758
Remote Similarity	0.6747	NPC477760
Remote Similarity	0.6747	NPC477754
Remote Similarity	0.6747	NPC476928
Remote Similarity	0.6747	NPC477761
Remote Similarity	0.6747	NPC477759
Remote Similarity	0.6742	NPC477577
Remote Similarity	0.6739	NPC470070
Remote Similarity	0.6737	NPC471221
Remote Similarity	0.6737	NPC476379
Remote Similarity	0.6737	NPC281004
Remote Similarity	0.6737	NPC470009
Remote Similarity	0.6735	NPC267238
Remote Similarity	0.6735	NPC252253
Remote Similarity	0.6735	NPC253611
Remote Similarity	0.6735	NPC77717
Remote Similarity	0.6735	NPC309866
Remote Similarity	0.6735	NPC45959
Remote Similarity	0.6735	NPC305418
Remote Similarity	0.6735	NPC471373
Remote Similarity	0.6735	NPC148593
Remote Similarity	0.6735	NPC211238

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
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