NPASS drugs

Drug Information

Drug ID:	NPD5606
Drug Name:	tomeglovir
Molecular Formula:	C23H27N3O4S
Canonical SMILES:	OCC(C(=O)Nc1ccc(cc1)NS(=O)(=O)c1cccc2c1cccc2N(C)C)(C)C
Standard InCHI:	InChI=1S/C23H27N3O4S/c1-23(2,15-27)22(28)24-16-11-13-17(14-12-16)25-31(29,30)21-10-6-7-18-19(21)8-5-9-20(18)26(3)4/h5-14,25,27H,15H2,1-4H3,(H,24,28)
Standard InCHIKey:	OSQAKHSYTKBSPB-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5606

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	112
0.1-0.2	1469
0.2-0.3	9970
0.3-0.4	14042
0.4-0.5	4040
0.5-0.6	1214
0.6-0.7	42
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	0.777	NPC328590
Remote Similarity	0.6806	NPC79618
Remote Similarity	0.6707	NPC470301
Remote Similarity	0.6575	NPC434
Remote Similarity	0.6506	NPC22082
Remote Similarity	0.6506	NPC186284
Remote Similarity	0.6467	NPC473429
Remote Similarity	0.6433	NPC109787
Remote Similarity	0.6412	NPC264589
Remote Similarity	0.6374	NPC212799
Remote Similarity	0.6368	NPC128582
Remote Similarity	0.6292	NPC309531
Remote Similarity	0.6292	NPC472102
Remote Similarity	0.6271	NPC469897
Remote Similarity	0.6264	NPC154602
Remote Similarity	0.625	NPC130251
Remote Similarity	0.6229	NPC285381
Remote Similarity	0.6213	NPC301760
Remote Similarity	0.6203	NPC475915
Remote Similarity	0.6199	NPC311330
Remote Similarity	0.6171	NPC475763
Remote Similarity	0.6145	NPC313352
Remote Similarity	0.6133	NPC328270
Remote Similarity	0.6115	NPC228515
Remote Similarity	0.6089	NPC222029
Remote Similarity	0.6089	NPC104345
Remote Similarity	0.6087	NPC192533
Remote Similarity	0.608	NPC243756
Remote Similarity	0.6077	NPC176983
Remote Similarity	0.6073	NPC52262
Remote Similarity	0.6059	NPC315051
Remote Similarity	0.6053	NPC477159
Remote Similarity	0.6045	NPC122106
Remote Similarity	0.6024	NPC32858
Remote Similarity	0.6024	NPC194857
Remote Similarity	0.6023	NPC473329
Remote Similarity	0.6021	NPC2933
Remote Similarity	0.6014	NPC291610
Remote Similarity	0.6014	NPC108800
Remote Similarity	0.6012	NPC252794
Remote Similarity	0.6011	NPC68354
Remote Similarity	0.6	NPC254798
Remote Similarity	0.6	NPC257490
Remote Similarity	0.599	NPC259626
Remote Similarity	0.599	NPC477179
Remote Similarity	0.5989	NPC99632
Remote Similarity	0.5989	NPC282339
Remote Similarity	0.5989	NPC472117
Remote Similarity	0.5989	NPC475097
Remote Similarity	0.5989	NPC472101
Remote Similarity	0.5989	NPC472120
Remote Similarity	0.5989	NPC66936
Remote Similarity	0.5989	NPC275305
Remote Similarity	0.5989	NPC37423
Remote Similarity	0.5989	NPC286871
Remote Similarity	0.5979	NPC475094
Remote Similarity	0.5978	NPC182131
Remote Similarity	0.5976	NPC471123
Remote Similarity	0.5969	NPC256288
Remote Similarity	0.5967	NPC276085
Remote Similarity	0.5961	NPC477181
Remote Similarity	0.5961	NPC477180
Remote Similarity	0.5961	NPC477178
Remote Similarity	0.5961	NPC254850
Remote Similarity	0.5954	NPC469537
Remote Similarity	0.5949	NPC313449
Remote Similarity	0.5944	NPC29285
Remote Similarity	0.5941	NPC287358
Remote Similarity	0.5938	NPC316582
Remote Similarity	0.5938	NPC279385
Remote Similarity	0.5938	NPC179605
Remote Similarity	0.5936	NPC242269
Remote Similarity	0.5934	NPC68650
Remote Similarity	0.5934	NPC225319
Remote Similarity	0.5932	NPC318086
Remote Similarity	0.5931	NPC477173
Remote Similarity	0.5931	NPC477174
Remote Similarity	0.5931	NPC470490
Remote Similarity	0.5924	NPC472106
Remote Similarity	0.5906	NPC469560
Remote Similarity	0.5902	NPC470488
Remote Similarity	0.5901	NPC103292
Remote Similarity	0.5895	NPC215795
Remote Similarity	0.5895	NPC176199
Remote Similarity	0.5892	NPC279527
Remote Similarity	0.5892	NPC214960
Remote Similarity	0.5886	NPC313850
Remote Similarity	0.5885	NPC19679
Remote Similarity	0.5882	NPC302790
Remote Similarity	0.5879	NPC36495
Remote Similarity	0.5879	NPC145754
Remote Similarity	0.5876	NPC473615
Remote Similarity	0.5875	NPC226143
Remote Similarity	0.5875	NPC177684
Remote Similarity	0.5875	NPC291962
Remote Similarity	0.5874	NPC471950
Remote Similarity	0.5874	NPC471945
Remote Similarity	0.5874	NPC475259
Remote Similarity	0.5874	NPC470491
Remote Similarity	0.5864	NPC286994
Remote Similarity	0.5864	NPC268534
Remote Similarity	0.5862	NPC478040
Remote Similarity	0.586	NPC473484
Remote Similarity	0.5858	NPC162417
Remote Similarity	0.5858	NPC316104
Remote Similarity	0.5856	NPC172937
Remote Similarity	0.5856	NPC469536
Remote Similarity	0.5856	NPC94167
Remote Similarity	0.5851	NPC96901
Remote Similarity	0.5847	NPC315368
Remote Similarity	0.5847	NPC201424
Remote Similarity	0.5846	NPC229484
Remote Similarity	0.5845	NPC471951
Remote Similarity	0.5845	NPC471946
Remote Similarity	0.5843	NPC209389
Remote Similarity	0.5839	NPC161956
Remote Similarity	0.5839	NPC258531
Remote Similarity	0.5839	NPC112373
Remote Similarity	0.5838	NPC471124
Remote Similarity	0.5829	NPC288430
Remote Similarity	0.5829	NPC85066
Remote Similarity	0.5829	NPC194411
Remote Similarity	0.5829	NPC181502
Remote Similarity	0.5829	NPC472118
Remote Similarity	0.5824	NPC300299
Remote Similarity	0.5818	NPC250476
Remote Similarity	0.5817	NPC191817
Remote Similarity	0.5817	NPC475359
Remote Similarity	0.5816	NPC292675
Remote Similarity	0.5816	NPC284706
Remote Similarity	0.5812	NPC218594
Remote Similarity	0.5812	NPC99043
Remote Similarity	0.581	NPC322283
Remote Similarity	0.5808	NPC473417
Remote Similarity	0.5808	NPC187231
Remote Similarity	0.5801	NPC470507
Remote Similarity	0.5792	NPC474791
Remote Similarity	0.5792	NPC471122
Remote Similarity	0.5789	NPC471743
Remote Similarity	0.5787	NPC474059
Remote Similarity	0.5781	NPC11149
Remote Similarity	0.578	NPC243162
Remote Similarity	0.5774	NPC231382
Remote Similarity	0.5773	NPC470003
Remote Similarity	0.5767	NPC214626
Remote Similarity	0.5767	NPC251212
Remote Similarity	0.5767	NPC473743
Remote Similarity	0.5767	NPC139085
Remote Similarity	0.5763	NPC470440
Remote Similarity	0.5763	NPC470579
Remote Similarity	0.5755	NPC470732
Remote Similarity	0.5755	NPC470731
Remote Similarity	0.575	NPC294693
Remote Similarity	0.575	NPC221687
Remote Similarity	0.575	NPC192209
Remote Similarity	0.575	NPC31651
Remote Similarity	0.5747	NPC471164
Remote Similarity	0.5747	NPC2823
Remote Similarity	0.5746	NPC295021
Remote Similarity	0.5745	NPC469915
Remote Similarity	0.5744	NPC307396
Remote Similarity	0.5741	NPC302169
Remote Similarity	0.574	NPC53044
Remote Similarity	0.574	NPC476689
Remote Similarity	0.574	NPC476687
Remote Similarity	0.574	NPC476685
Remote Similarity	0.5739	NPC472103
Remote Similarity	0.5739	NPC314186
Remote Similarity	0.5738	NPC299594
Remote Similarity	0.5738	NPC113946
Remote Similarity	0.5736	NPC477998
Remote Similarity	0.5732	NPC254698
Remote Similarity	0.573	NPC476231
Remote Similarity	0.573	NPC469741
Remote Similarity	0.5723	NPC288232
Remote Similarity	0.5722	NPC470317
Remote Similarity	0.5722	NPC33421
Remote Similarity	0.5721	NPC97100
Remote Similarity	0.5721	NPC473375
Remote Similarity	0.5714	NPC472245
Remote Similarity	0.5707	NPC473432
Remote Similarity	0.5707	NPC193410
Remote Similarity	0.5699	NPC292143
Remote Similarity	0.5699	NPC24864
Remote Similarity	0.5699	NPC113056
Remote Similarity	0.5699	NPC138293
Remote Similarity	0.5699	NPC139506
Remote Similarity	0.5698	NPC267508
Remote Similarity	0.5698	NPC321617
Remote Similarity	0.5698	NPC325599
Remote Similarity	0.5696	NPC187036
Remote Similarity	0.5696	NPC296163
Remote Similarity	0.5693	NPC90967
Remote Similarity	0.5692	NPC97584
Remote Similarity	0.5691	NPC117032
Remote Similarity	0.5691	NPC475248
Remote Similarity	0.5691	NPC63047
Remote Similarity	0.5689	NPC478079
Remote Similarity	0.5689	NPC476950
Remote Similarity	0.5687	NPC31385

Drug Structure

NPD5606 OpenBabel08211708292D 34 36 0 0 0 0 0 0 0 0999 V2000 3.0981 5.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 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 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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 3.6340 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 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -1.7321 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 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 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 -4.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0981 3.6340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 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 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5981 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 23 1 0 0 0 0 3 26 1 0 0 0 0 4 26 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 9 20 2 0 0 0 0 10 21 2 0 0 0 0 11 13 1 0 0 0 0 11 16 2 0 0 0 0 12 14 2 0 0 0 0 12 16 1 0 0 0 0 13 17 2 0 0 0 0 14 17 1 0 0 0 0 15 23 1 0 0 0 0 15 27 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 19 2 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 20 26 1 0 0 0 0 21 31 1 0 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 22 28 2 0 0 0 0 24 32 1 0 0 0 0 25 31 1 0 0 0 0 25 33 1 0 0 0 0 27 34 1 0 0 0 0 29 31 2 0 0 0 0 30 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012186
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	441.17
ALogP	-0.888
MLogP	3.11
XLogP	3.523
HDA	7
HBD	3
Rotatable Bonds	13
TPSA	107.12
RO5 Violation	0