NPASS drugs

Drug Information

Drug ID:	NPD4981
Drug Name:	Nesbuvir
Molecular Formula:	C22H23FN2O5S
Canonical SMILES:	OCCN(S(=O)(=O)C)c1cc2oc(c(c2cc1C1CC1)C(=O)NC)c1ccc(cc1)F
Standard InCHI:	InChI=1S/C22H23FN2O5S/c1-24-22(27)20-17-11-16(13-3-4-13)18(25(9-10-26)31(2,28)29)12-19(17)30-21(20)14-5-7-15(23)8-6-14/h5-8,11-13,26H,3-4,9-10H2,1-2H3,(H,24,27)
Standard InCHIKey:	WTDWVLJJJOTABN-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4981

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	282
0.1-0.2	1647
0.2-0.3	7184
0.3-0.4	5801
0.4-0.5	8647
0.5-0.6	6730
0.6-0.7	565
0.7-0.8	34
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	0.7897	NPC41216
Intermediate Similarity	0.75	NPC45389
Intermediate Similarity	0.7387	NPC198160
Intermediate Similarity	0.7345	NPC321166
Intermediate Similarity	0.7345	NPC217903
Intermediate Similarity	0.7339	NPC112937
Intermediate Similarity	0.7328	NPC122886
Intermediate Similarity	0.7309	NPC478075
Intermediate Similarity	0.7301	NPC116178
Intermediate Similarity	0.726	NPC100863
Intermediate Similarity	0.7212	NPC474366
Intermediate Similarity	0.7188	NPC477161
Intermediate Similarity	0.7176	NPC474059
Intermediate Similarity	0.7162	NPC176113
Intermediate Similarity	0.7149	NPC241263
Intermediate Similarity	0.7143	NPC301292
Intermediate Similarity	0.7143	NPC313112
Intermediate Similarity	0.7124	NPC198503
Intermediate Similarity	0.7123	NPC230313
Intermediate Similarity	0.7123	NPC243626
Intermediate Similarity	0.7104	NPC234933
Intermediate Similarity	0.7101	NPC471652
Intermediate Similarity	0.7093	NPC477160
Intermediate Similarity	0.7082	NPC150239
Intermediate Similarity	0.7064	NPC1820
Intermediate Similarity	0.7054	NPC288759
Intermediate Similarity	0.7054	NPC15987
Intermediate Similarity	0.7051	NPC329830
Intermediate Similarity	0.7043	NPC30749
Intermediate Similarity	0.7031	NPC218303
Intermediate Similarity	0.7004	NPC212123
Intermediate Similarity	0.7	NPC305542
Intermediate Similarity	0.7	NPC308137
Intermediate Similarity	0.7	NPC310211
Remote Similarity	0.6996	NPC77777
Remote Similarity	0.6996	NPC247803
Remote Similarity	0.6962	NPC115588
Remote Similarity	0.6955	NPC473004
Remote Similarity	0.6953	NPC169402
Remote Similarity	0.6936	NPC174760
Remote Similarity	0.6932	NPC244543
Remote Similarity	0.693	NPC308943
Remote Similarity	0.693	NPC222561
Remote Similarity	0.6926	NPC151171
Remote Similarity	0.6923	NPC46561
Remote Similarity	0.6919	NPC471648
Remote Similarity	0.6916	NPC268077
Remote Similarity	0.6914	NPC473187
Remote Similarity	0.6912	NPC473007
Remote Similarity	0.69	NPC207873
Remote Similarity	0.69	NPC100573
Remote Similarity	0.689	NPC299582
Remote Similarity	0.6885	NPC6786
Remote Similarity	0.6878	NPC206109
Remote Similarity	0.6878	NPC114039
Remote Similarity	0.6872	NPC207971
Remote Similarity	0.6867	NPC298449
Remote Similarity	0.6867	NPC55470
Remote Similarity	0.6867	NPC116238
Remote Similarity	0.6864	NPC473008
Remote Similarity	0.6858	NPC232600
Remote Similarity	0.6842	NPC87714
Remote Similarity	0.684	NPC25961
Remote Similarity	0.6833	NPC13249
Remote Similarity	0.6833	NPC22476
Remote Similarity	0.6814	NPC67904
Remote Similarity	0.6807	NPC251071
Remote Similarity	0.68	NPC71124
Remote Similarity	0.6786	NPC303214
Remote Similarity	0.6783	NPC249583
Remote Similarity	0.6781	NPC10732
Remote Similarity	0.6781	NPC470481
Remote Similarity	0.6781	NPC127996
Remote Similarity	0.6781	NPC470482
Remote Similarity	0.6774	NPC469722
Remote Similarity	0.6769	NPC14339
Remote Similarity	0.6765	NPC7560
Remote Similarity	0.6763	NPC470480
Remote Similarity	0.6753	NPC90185
Remote Similarity	0.6753	NPC329567
Remote Similarity	0.6753	NPC330683
Remote Similarity	0.6738	NPC220241
Remote Similarity	0.6738	NPC295479
Remote Similarity	0.6738	NPC87413
Remote Similarity	0.6738	NPC23294
Remote Similarity	0.6736	NPC194740
Remote Similarity	0.6729	NPC73280
Remote Similarity	0.6724	NPC475133
Remote Similarity	0.6712	NPC283207
Remote Similarity	0.6711	NPC308895
Remote Similarity	0.671	NPC4687
Remote Similarity	0.6709	NPC195120
Remote Similarity	0.6709	NPC87560
Remote Similarity	0.6709	NPC182853
Remote Similarity	0.6696	NPC5374
Remote Similarity	0.6696	NPC133156
Remote Similarity	0.6695	NPC3207
Remote Similarity	0.6695	NPC303951
Remote Similarity	0.6682	NPC204867
Remote Similarity	0.6681	NPC208084
Remote Similarity	0.6681	NPC219397
Remote Similarity	0.6681	NPC268223
Remote Similarity	0.6681	NPC298436
Remote Similarity	0.668	NPC97746
Remote Similarity	0.668	NPC179287
Remote Similarity	0.6667	NPC126556
Remote Similarity	0.6653	NPC285254
Remote Similarity	0.664	NPC154922
Remote Similarity	0.6639	NPC134702
Remote Similarity	0.6637	NPC170333
Remote Similarity	0.6627	NPC189079
Remote Similarity	0.6625	NPC118189
Remote Similarity	0.6624	NPC470001
Remote Similarity	0.6624	NPC470002
Remote Similarity	0.6623	NPC475147
Remote Similarity	0.6622	NPC254957
Remote Similarity	0.6609	NPC210828
Remote Similarity	0.6609	NPC86834
Remote Similarity	0.6607	NPC203628
Remote Similarity	0.6598	NPC148124
Remote Similarity	0.6597	NPC313327
Remote Similarity	0.6591	NPC314659
Remote Similarity	0.659	NPC132385
Remote Similarity	0.6588	NPC133609
Remote Similarity	0.6588	NPC93653
Remote Similarity	0.6588	NPC67401
Remote Similarity	0.6588	NPC473188
Remote Similarity	0.6585	NPC49547
Remote Similarity	0.6583	NPC476069
Remote Similarity	0.6583	NPC10653
Remote Similarity	0.6583	NPC157983
Remote Similarity	0.6583	NPC318525
Remote Similarity	0.6583	NPC118154
Remote Similarity	0.6582	NPC189661
Remote Similarity	0.6582	NPC148391
Remote Similarity	0.6577	NPC87391
Remote Similarity	0.6575	NPC270515
Remote Similarity	0.6573	NPC291173
Remote Similarity	0.6568	NPC159815
Remote Similarity	0.6568	NPC119722
Remote Similarity	0.656	NPC127082
Remote Similarity	0.6556	NPC76478
Remote Similarity	0.6556	NPC99724
Remote Similarity	0.6555	NPC234772
Remote Similarity	0.6553	NPC269367
Remote Similarity	0.6545	NPC197335
Remote Similarity	0.6542	NPC37957
Remote Similarity	0.6542	NPC153923
Remote Similarity	0.654	NPC114468
Remote Similarity	0.654	NPC473006
Remote Similarity	0.6538	NPC39679
Remote Similarity	0.6537	NPC473005
Remote Similarity	0.6531	NPC471762
Remote Similarity	0.6527	NPC195636
Remote Similarity	0.6522	NPC78609
Remote Similarity	0.6522	NPC138830
Remote Similarity	0.6522	NPC208522
Remote Similarity	0.6513	NPC2905
Remote Similarity	0.6512	NPC471651
Remote Similarity	0.6508	NPC113455
Remote Similarity	0.65	NPC85613
Remote Similarity	0.65	NPC5167
Remote Similarity	0.65	NPC298320
Remote Similarity	0.65	NPC303658
Remote Similarity	0.65	NPC283810
Remote Similarity	0.649	NPC248903
Remote Similarity	0.6488	NPC280799
Remote Similarity	0.6483	NPC269449
Remote Similarity	0.6476	NPC471825
Remote Similarity	0.6475	NPC19175
Remote Similarity	0.6475	NPC231924
Remote Similarity	0.6473	NPC288110
Remote Similarity	0.6468	NPC205926
Remote Similarity	0.6466	NPC160113
Remote Similarity	0.6466	NPC476220
Remote Similarity	0.6463	NPC274640
Remote Similarity	0.6457	NPC128683
Remote Similarity	0.6457	NPC49184
Remote Similarity	0.6454	NPC470784
Remote Similarity	0.6454	NPC131486
Remote Similarity	0.6453	NPC246140
Remote Similarity	0.6453	NPC195787
Remote Similarity	0.6453	NPC45190
Remote Similarity	0.6449	NPC26928
Remote Similarity	0.6446	NPC323969
Remote Similarity	0.6446	NPC225279
Remote Similarity	0.6444	NPC16066
Remote Similarity	0.6438	NPC473460
Remote Similarity	0.6432	NPC204970
Remote Similarity	0.6431	NPC58209
Remote Similarity	0.6431	NPC120239
Remote Similarity	0.6423	NPC74575
Remote Similarity	0.6417	NPC188400
Remote Similarity	0.6417	NPC152768
Remote Similarity	0.6417	NPC148183
Remote Similarity	0.6416	NPC473569
Remote Similarity	0.6416	NPC174629
Remote Similarity	0.6414	NPC184680
Remote Similarity	0.6412	NPC89549
Remote Similarity	0.6412	NPC185197

Drug Structure

NPD4981 OpenBabel08211706322D 33 36 0 0 0 0 0 0 0 0999 V2000 3.9593 1.2670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9345 5.8147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4345 4.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4345 6.6808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9345 5.8147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4345 4.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4345 6.6808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9345 4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3194 2.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9345 7.5468 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.6284 2.0102 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9885 3.7044 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 3.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 5.6065 1.8023 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 31 1 0 0 0 0 3 4 1 0 0 0 0 3 13 1 0 0 0 0 4 13 1 0 0 0 0 5 7 1 0 0 0 0 5 14 2 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 10 1 0 0 0 0 9 25 1 0 0 0 0 10 26 1 0 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 18 2 0 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 14 21 1 0 0 0 0 15 23 1 0 0 0 0 16 18 1 0 0 0 0 17 19 2 0 0 0 0 17 20 1 0 0 0 0 18 25 1 0 0 0 0 19 30 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 21 30 1 0 0 0 0 22 24 1 0 0 0 0 22 27 2 0 0 0 0 24 32 1 0 0 0 0 25 31 1 0 0 0 0 26 33 1 0 0 0 0 28 31 2 0 0 0 0 29 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000835
DrugBank	DB07238
ChEMBL	CHEMBL1092581
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11561383
ChEBI
CAS Number	691852-58-1

Drug Properties

Molecular Weight	446.13
ALogP	-1.2731
MLogP	2.89
XLogP	3.103
HDA	6
HBD	2
Rotatable Bonds	12
TPSA	108.23
RO5 Violation	0