NPASS drugs

Drug Information

Drug ID:	NPD3244
Drug Name:	tecovirimat
Molecular Formula:	C19H15F3N2O3
Canonical SMILES:	O=C(c1ccc(cc1)C(F)(F)F)NN1C(=O)[C@@H]2[C@H](C1=O)[C@@H]1C=C[C@H]2[C@@H]2[C@H]1C2
Standard InCHI:	InChI=1S/C19H15F3N2O3/c20-19(21,22)9-3-1-8(2-4-9)16(25)23-24-17(26)14-10-5-6-11(13-7-12(10)13)15(14)18(24)27/h1-6,10-15H,7H2,(H,23,25)/t10-,11+,12+,13-,14-,15+
Standard InCHIKey:	CSKDFZIMJXRJGH-VWLPUNTISA-N
Max Developmental Stage:	Pre-registration
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3244

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	203
0.1-0.2	1751
0.2-0.3	5501
0.3-0.4	14660
0.4-0.5	7937
0.5-0.6	781
0.6-0.7	56
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.736	NPC55529
Remote Similarity	0.6853	NPC473962
Remote Similarity	0.6786	NPC79698
Remote Similarity	0.6783	NPC126458
Remote Similarity	0.6613	NPC260233
Remote Similarity	0.6587	NPC75724
Remote Similarity	0.6532	NPC238219
Remote Similarity	0.648	NPC256452
Remote Similarity	0.6457	NPC134882
Remote Similarity	0.6457	NPC49994
Remote Similarity	0.6452	NPC188844
Remote Similarity	0.6452	NPC1682
Remote Similarity	0.6452	NPC153885
Remote Similarity	0.6452	NPC155232
Remote Similarity	0.6423	NPC173413
Remote Similarity	0.6393	NPC157778
Remote Similarity	0.6378	NPC239185
Remote Similarity	0.6378	NPC265220
Remote Similarity	0.6371	NPC133461
Remote Similarity	0.6371	NPC284475
Remote Similarity	0.637	NPC179224
Remote Similarity	0.6364	NPC192533
Remote Similarity	0.6357	NPC109514
Remote Similarity	0.6357	NPC476993
Remote Similarity	0.6323	NPC313850
Remote Similarity	0.6311	NPC43945
Remote Similarity	0.6294	NPC254698
Remote Similarity	0.629	NPC19256
Remote Similarity	0.627	NPC289883
Remote Similarity	0.619	NPC59677
Remote Similarity	0.6172	NPC219573
Remote Similarity	0.6172	NPC185208
Remote Similarity	0.6165	NPC167336
Remote Similarity	0.6131	NPC181390
Remote Similarity	0.6129	NPC267262
Remote Similarity	0.6116	NPC215008
Remote Similarity	0.6107	NPC472879
Remote Similarity	0.6098	NPC307
Remote Similarity	0.6098	NPC160339
Remote Similarity	0.6094	NPC472880
Remote Similarity	0.6081	NPC313722
Remote Similarity	0.6081	NPC209389
Remote Similarity	0.608	NPC418308
Remote Similarity	0.6071	NPC473573
Remote Similarity	0.6063	NPC323420
Remote Similarity	0.6054	NPC119326
Remote Similarity	0.6048	NPC69057
Remote Similarity	0.6032	NPC277277
Remote Similarity	0.6029	NPC470252
Remote Similarity	0.6016	NPC246757
Remote Similarity	0.6016	NPC291070
Remote Similarity	0.6016	NPC252067
Remote Similarity	0.6016	NPC71140
Remote Similarity	0.6015	NPC247976
Remote Similarity	0.6	NPC473498
Remote Similarity	0.6	NPC153308
Remote Similarity	0.6	NPC246904
Remote Similarity	0.5984	NPC103346
Remote Similarity	0.5972	NPC27833
Remote Similarity	0.5971	NPC470253
Remote Similarity	0.597	NPC329282
Remote Similarity	0.595	NPC145053
Remote Similarity	0.5926	NPC473418
Remote Similarity	0.5897	NPC130251
Remote Similarity	0.5896	NPC475939
Remote Similarity	0.5896	NPC472691
Remote Similarity	0.5896	NPC474866
Remote Similarity	0.5896	NPC471829
Remote Similarity	0.589	NPC268534
Remote Similarity	0.5882	NPC100767
Remote Similarity	0.5882	NPC472699
Remote Similarity	0.5882	NPC472700
Remote Similarity	0.5868	NPC190567
Remote Similarity	0.5862	NPC179605
Remote Similarity	0.5862	NPC279385
Remote Similarity	0.586	NPC471164
Remote Similarity	0.586	NPC301760
Remote Similarity	0.5855	NPC40364
Remote Similarity	0.5854	NPC197581
Remote Similarity	0.5854	NPC273758
Remote Similarity	0.584	NPC164526
Remote Similarity	0.5839	NPC472701
Remote Similarity	0.5839	NPC172170
Remote Similarity	0.5839	NPC472683
Remote Similarity	0.5839	NPC472695
Remote Similarity	0.5839	NPC472696
Remote Similarity	0.5839	NPC322433
Remote Similarity	0.5827	NPC325709
Remote Similarity	0.5827	NPC113307
Remote Similarity	0.5822	NPC103292
Remote Similarity	0.582	NPC273033
Remote Similarity	0.582	NPC12936
Remote Similarity	0.5816	NPC326664
Remote Similarity	0.5809	NPC172483
Remote Similarity	0.5809	NPC474910
Remote Similarity	0.5805	NPC475427
Remote Similarity	0.5796	NPC315051
Remote Similarity	0.5796	NPC207554
Remote Similarity	0.5794	NPC17497
Remote Similarity	0.5794	NPC305602
Remote Similarity	0.5793	NPC226143
Remote Similarity	0.5786	NPC292834
Remote Similarity	0.5785	NPC300205
Remote Similarity	0.5781	NPC58872
Remote Similarity	0.5779	NPC316104
Remote Similarity	0.5779	NPC162417
Remote Similarity	0.5778	NPC274443
Remote Similarity	0.5776	NPC246412
Remote Similarity	0.5769	NPC474974
Remote Similarity	0.5766	NPC45033
Remote Similarity	0.5765	NPC71132
Remote Similarity	0.5752	NPC207428
Remote Similarity	0.575	NPC245966
Remote Similarity	0.5746	NPC473325
Remote Similarity	0.5745	NPC143768
Remote Similarity	0.5738	NPC164086
Remote Similarity	0.5738	NPC17408
Remote Similarity	0.5738	NPC285716
Remote Similarity	0.5738	NPC71664
Remote Similarity	0.5726	NPC39600
Remote Similarity	0.5724	NPC472245
Remote Similarity	0.5724	NPC187231
Remote Similarity	0.5714	NPC265513
Remote Similarity	0.5714	NPC257490
Remote Similarity	0.5704	NPC222390
Remote Similarity	0.5704	NPC244427
Remote Similarity	0.5703	NPC298115
Remote Similarity	0.5702	NPC285470
Remote Similarity	0.5702	NPC2785
Remote Similarity	0.5702	NPC36342
Remote Similarity	0.5694	NPC469843
Remote Similarity	0.5693	NPC143516
Remote Similarity	0.5691	NPC100039
Remote Similarity	0.5687	NPC469537
Remote Similarity	0.5685	NPC177684
Remote Similarity	0.5685	NPC291962
Remote Similarity	0.5683	NPC192577
Remote Similarity	0.568	NPC73644
Remote Similarity	0.5676	NPC39818
Remote Similarity	0.5674	NPC186128
Remote Similarity	0.5674	NPC218855
Remote Similarity	0.5674	NPC280789
Remote Similarity	0.5664	NPC472164
Remote Similarity	0.5663	NPC295021
Remote Similarity	0.5659	NPC303967
Remote Similarity	0.5659	NPC110420
Remote Similarity	0.5659	NPC67585
Remote Similarity	0.5655	NPC61651
Remote Similarity	0.5652	NPC474804
Remote Similarity	0.5652	NPC474973
Remote Similarity	0.5652	NPC130898
Remote Similarity	0.5646	NPC232958
Remote Similarity	0.5646	NPC161956
Remote Similarity	0.5646	NPC258531
Remote Similarity	0.5646	NPC112373
Remote Similarity	0.5634	NPC93287
Remote Similarity	0.5634	NPC471481
Remote Similarity	0.5633	NPC469560
Remote Similarity	0.5633	NPC83214
Remote Similarity	0.562	NPC275467
Remote Similarity	0.562	NPC38262
Remote Similarity	0.5616	NPC318173
Remote Similarity	0.5615	NPC125226
Remote Similarity	0.5615	NPC475059
Remote Similarity	0.5615	NPC475023
Remote Similarity	0.561	NPC95868
Remote Similarity	0.5605	NPC471123
Remote Similarity	0.5603	NPC137315
Remote Similarity	0.5603	NPC474057
Remote Similarity	0.56	NPC177261

Drug Structure

NPD3244 OpenBabel08211703112D 28 32 0 0 1 0 0 0 0 0999 V2000 -2.9454 -1.7005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9454 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9272 -1.7005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9272 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2132 -0.4182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2132 0.4182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4634 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4545 -0.8503 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4181 -0.8503 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5947 -1.0790 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5947 1.0790 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.5290 -0.5394 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.5290 0.5394 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6602 -0.5394 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6602 0.5394 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4727 -0.8503 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6342 -0.8728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6342 0.8728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3999 -0.8503 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2501 -1.3412 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.3999 -1.8321 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.8908 -0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.9818 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9818 -1.7005 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3308 -1.8066 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3308 1.8066 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4727 0.8503 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 8 2 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 9 2 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 8 16 1 0 0 0 0 9 19 1 0 0 0 0 10 5 1 6 0 0 0 10 12 1 0 0 0 0 10 14 1 0 0 0 0 11 6 1 6 0 0 0 11 13 1 0 0 0 0 11 15 1 0 0 0 0 12 7 1 6 0 0 0 12 13 1 0 0 0 0 13 7 1 6 0 0 0 14 15 1 0 0 0 0 14 17 1 6 0 0 0 15 18 1 6 0 0 0 16 23 1 0 0 0 0 16 25 2 0 0 0 0 17 24 1 0 0 0 0 17 26 2 0 0 0 0 18 24 1 0 0 0 0 18 27 2 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 19 22 1 0 0 0 0 23 24 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006267
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	376.10
ALogP	-0.735
MLogP	2.67
XLogP	4.53
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	66.48
RO5 Violation	0