NPASS drugs

Drug Information

Drug ID:	NPD6527
Drug Name:	Dasabuvir
Molecular Formula:	C26H27N3O5S
Canonical SMILES:	COc1c(cc(cc1C(C)(C)C)n1ccc(nc1=O)O)c1ccc2c(c1)ccc(c2)NS(=O)(=O)C
Standard InCHI:	InChI=1S/C26H27N3O5S/c1-26(2,3)22-15-20(29-11-10-23(30)27-25(29)31)14-21(24(22)34-4)18-7-6-17-13-19(28-35(5,32)33)9-8-16(17)12-18/h6-15,28H,1-5H3,(H,27,30,31)
Standard InCHIKey:	NBRBXGKOEOGLOI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6527

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	295
0.1-0.2	1546
0.2-0.3	7827
0.3-0.4	5146
0.4-0.5	11785
0.5-0.6	3796
0.6-0.7	490
0.7-0.8	5
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	0.7208	NPC276674
Intermediate Similarity	0.7208	NPC33902
Intermediate Similarity	0.7202	NPC285941
Intermediate Similarity	0.7136	NPC320088
Intermediate Similarity	0.7092	NPC190461
Remote Similarity	0.6931	NPC474904
Remote Similarity	0.69	NPC249405
Remote Similarity	0.6875	NPC25897
Remote Similarity	0.6863	NPC79213
Remote Similarity	0.6847	NPC312531
Remote Similarity	0.6834	NPC260118
Remote Similarity	0.6829	NPC78284
Remote Similarity	0.68	NPC215747
Remote Similarity	0.68	NPC192939
Remote Similarity	0.6792	NPC261388
Remote Similarity	0.6784	NPC265383
Remote Similarity	0.6771	NPC230942
Remote Similarity	0.6771	NPC315498
Remote Similarity	0.6766	NPC179704
Remote Similarity	0.6746	NPC212163
Remote Similarity	0.6733	NPC276060
Remote Similarity	0.6733	NPC28425
Remote Similarity	0.6717	NPC473432
Remote Similarity	0.6716	NPC311936
Remote Similarity	0.6713	NPC208284
Remote Similarity	0.67	NPC287588
Remote Similarity	0.6699	NPC17677
Remote Similarity	0.6683	NPC119579
Remote Similarity	0.6682	NPC295676
Remote Similarity	0.6682	NPC471489
Remote Similarity	0.6682	NPC193777
Remote Similarity	0.6667	NPC219170
Remote Similarity	0.6667	NPC180253
Remote Similarity	0.6651	NPC207873
Remote Similarity	0.6651	NPC100573
Remote Similarity	0.665	NPC475411
Remote Similarity	0.665	NPC85482
Remote Similarity	0.6634	NPC22928
Remote Similarity	0.6618	NPC114335
Remote Similarity	0.6618	NPC280964
Remote Similarity	0.6618	NPC141915
Remote Similarity	0.6606	NPC48353
Remote Similarity	0.6605	NPC308943
Remote Similarity	0.6603	NPC162653
Remote Similarity	0.6602	NPC296742
Remote Similarity	0.6589	NPC156728
Remote Similarity	0.6589	NPC244606
Remote Similarity	0.658	NPC29647
Remote Similarity	0.6575	NPC478074
Remote Similarity	0.6573	NPC52801
Remote Similarity	0.6569	NPC313886
Remote Similarity	0.6564	NPC252251
Remote Similarity	0.6557	NPC127178
Remote Similarity	0.6553	NPC224293
Remote Similarity	0.6546	NPC79328
Remote Similarity	0.6545	NPC298449
Remote Similarity	0.6544	NPC201697
Remote Similarity	0.653	NPC473180
Remote Similarity	0.6528	NPC222561
Remote Similarity	0.6522	NPC474059
Remote Similarity	0.6522	NPC112676
Remote Similarity	0.6509	NPC32200
Remote Similarity	0.6507	NPC476565
Remote Similarity	0.6507	NPC302001
Remote Similarity	0.6507	NPC477531
Remote Similarity	0.6505	NPC69213
Remote Similarity	0.6489	NPC122463
Remote Similarity	0.6482	NPC126676
Remote Similarity	0.6482	NPC471604
Remote Similarity	0.6482	NPC469671
Remote Similarity	0.648	NPC139506
Remote Similarity	0.648	NPC292143
Remote Similarity	0.6468	NPC168153
Remote Similarity	0.6465	NPC209377
Remote Similarity	0.6463	NPC209174
Remote Similarity	0.6462	NPC206736
Remote Similarity	0.6462	NPC23080
Remote Similarity	0.6462	NPC195766
Remote Similarity	0.6462	NPC193906
Remote Similarity	0.6459	NPC259350
Remote Similarity	0.6459	NPC223236
Remote Similarity	0.6455	NPC251160
Remote Similarity	0.6447	NPC70172
Remote Similarity	0.6432	NPC195392
Remote Similarity	0.6432	NPC193853
Remote Similarity	0.6432	NPC223077
Remote Similarity	0.6432	NPC476573
Remote Similarity	0.6432	NPC35627
Remote Similarity	0.6432	NPC81247
Remote Similarity	0.6432	NPC68328
Remote Similarity	0.6432	NPC56887
Remote Similarity	0.6429	NPC221864
Remote Similarity	0.6425	NPC21425
Remote Similarity	0.6422	NPC90185
Remote Similarity	0.6415	NPC243834
Remote Similarity	0.6415	NPC70956
Remote Similarity	0.641	NPC170503
Remote Similarity	0.641	NPC126519
Remote Similarity	0.641	NPC203784
Remote Similarity	0.6406	NPC276665
Remote Similarity	0.6406	NPC265473
Remote Similarity	0.6404	NPC227908
Remote Similarity	0.6402	NPC138830
Remote Similarity	0.6398	NPC29472
Remote Similarity	0.6396	NPC27410
Remote Similarity	0.6396	NPC230956
Remote Similarity	0.6396	NPC55470
Remote Similarity	0.6396	NPC166014
Remote Similarity	0.6396	NPC205255
Remote Similarity	0.6396	NPC271388
Remote Similarity	0.6396	NPC119649
Remote Similarity	0.6396	NPC235143
Remote Similarity	0.6394	NPC246700
Remote Similarity	0.6394	NPC128751
Remote Similarity	0.6394	NPC477186
Remote Similarity	0.6389	NPC162484
Remote Similarity	0.6386	NPC231371
Remote Similarity	0.6381	NPC294244
Remote Similarity	0.6373	NPC81733
Remote Similarity	0.6373	NPC326316
Remote Similarity	0.6373	NPC52475
Remote Similarity	0.6364	NPC80759
Remote Similarity	0.6364	NPC79402
Remote Similarity	0.6364	NPC473569
Remote Similarity	0.6364	NPC25961
Remote Similarity	0.6364	NPC469497
Remote Similarity	0.6364	NPC470090
Remote Similarity	0.6364	NPC470925
Remote Similarity	0.6364	NPC60186
Remote Similarity	0.6364	NPC106833
Remote Similarity	0.6359	NPC137929
Remote Similarity	0.6359	NPC164374
Remote Similarity	0.6355	NPC192135
Remote Similarity	0.6355	NPC66341
Remote Similarity	0.6355	NPC477020
Remote Similarity	0.635	NPC257354
Remote Similarity	0.6345	NPC7393
Remote Similarity	0.6343	NPC475112
Remote Similarity	0.6343	NPC291535
Remote Similarity	0.6343	NPC475085
Remote Similarity	0.6341	NPC116096
Remote Similarity	0.634	NPC26601
Remote Similarity	0.634	NPC18614
Remote Similarity	0.6337	NPC69712
Remote Similarity	0.6337	NPC26240
Remote Similarity	0.6337	NPC477562
Remote Similarity	0.6332	NPC1229
Remote Similarity	0.6332	NPC324144
Remote Similarity	0.633	NPC476106
Remote Similarity	0.6329	NPC72905
Remote Similarity	0.6329	NPC473540
Remote Similarity	0.6327	NPC132642
Remote Similarity	0.6327	NPC86078
Remote Similarity	0.6321	NPC131017
Remote Similarity	0.6318	NPC306555
Remote Similarity	0.6318	NPC158376
Remote Similarity	0.6318	NPC117188
Remote Similarity	0.6318	NPC145832
Remote Similarity	0.6318	NPC205421
Remote Similarity	0.6318	NPC81218
Remote Similarity	0.6318	NPC474931
Remote Similarity	0.6318	NPC12053
Remote Similarity	0.6313	NPC159101
Remote Similarity	0.6311	NPC176127
Remote Similarity	0.6308	NPC315257
Remote Similarity	0.6308	NPC10730
Remote Similarity	0.6308	NPC10875
Remote Similarity	0.6308	NPC72211
Remote Similarity	0.6306	NPC94157
Remote Similarity	0.6306	NPC202605
Remote Similarity	0.6306	NPC112206
Remote Similarity	0.6304	NPC473185
Remote Similarity	0.6303	NPC142385
Remote Similarity	0.63	NPC96603
Remote Similarity	0.63	NPC78222
Remote Similarity	0.63	NPC306843
Remote Similarity	0.63	NPC253043
Remote Similarity	0.63	NPC280799
Remote Similarity	0.63	NPC477563
Remote Similarity	0.63	NPC13504
Remote Similarity	0.63	NPC212794
Remote Similarity	0.63	NPC477532
Remote Similarity	0.63	NPC136508
Remote Similarity	0.63	NPC196447
Remote Similarity	0.6296	NPC472330
Remote Similarity	0.6296	NPC267423
Remote Similarity	0.6296	NPC472329
Remote Similarity	0.6294	NPC476572
Remote Similarity	0.6294	NPC93653
Remote Similarity	0.629	NPC199667
Remote Similarity	0.6287	NPC241055
Remote Similarity	0.6286	NPC5630
Remote Similarity	0.6284	NPC16452
Remote Similarity	0.6284	NPC476581
Remote Similarity	0.6284	NPC36229
Remote Similarity	0.6281	NPC204179
Remote Similarity	0.6276	NPC469428
Remote Similarity	0.6276	NPC325871
Remote Similarity	0.6276	NPC99659
Remote Similarity	0.6276	NPC123323

Drug Structure

NPD6527 OpenBabel08211710072D 37 40 0 0 0 0 0 0 0 0999 V2000 -6.9282 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0622 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5622 6.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 5.5000 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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 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 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 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 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 4.0000 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 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 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 1.0000 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 -7.7942 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 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 -4.3301 4.5000 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 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 26 1 0 0 0 0 3 26 1 0 0 0 0 4 34 1 0 0 0 0 5 35 1 0 0 0 0 6 7 2 0 0 0 0 6 17 1 0 0 0 0 7 18 1 0 0 0 0 8 9 1 0 0 0 0 8 16 2 0 0 0 0 9 19 2 0 0 0 0 10 11 2 0 0 0 0 10 23 1 0 0 0 0 11 29 1 0 0 0 0 12 16 1 0 0 0 0 12 18 2 0 0 0 0 13 17 2 0 0 0 0 13 19 1 0 0 0 0 14 20 2 0 0 0 0 14 21 1 0 0 0 0 15 20 1 0 0 0 0 15 22 2 0 0 0 0 16 17 1 0 0 0 0 18 21 1 0 0 0 0 19 28 1 0 0 0 0 20 29 1 0 0 0 0 21 24 2 0 0 0 0 22 24 1 0 0 0 0 22 26 1 0 0 0 0 23 27 2 0 0 0 0 23 30 1 0 0 0 0 24 34 1 0 0 0 0 25 27 1 0 0 0 0 25 29 1 0 0 0 0 25 31 2 0 0 0 0 28 35 1 0 0 0 0 28 36 1 0 0 0 0 30 37 1 0 0 0 0 32 35 2 0 0 0 0 33 35 2 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09183
ChEMBL	CHEMBL3137312
IUPHAR/BPS
PharmaGKB
KEGG Drug	D10582
PubChem CID
ChEBI	85182
CAS Number	1132935-63-7

Drug Properties

Molecular Weight	493.17
ALogP	-0.3339
MLogP	3.33
XLogP	6.079
HDA	7
HBD	2
Rotatable Bonds	12
TPSA	116.68
RO5 Violation	1