NPASS drugs

Drug Information

Drug ID:	NPD7562
Drug Name:	Tipranavir
Molecular Formula:	C31H33F3N2O5S
Canonical SMILES:	CCC[C@@]1(CCc2ccccc2)CC(=C(C(=O)O1)[C@@H](c1cccc(c1)NS(=O)(=O)c1ccc(cn1)C(F)(F)F)CC)O
Standard InCHI:	InChI=1S/C31H33F3N2O5S/c1-3-16-30(17-15-21-9-6-5-7-10-21)19-26(37)28(29(38)41-30)25(4-2)22-11-8-12-24(18-22)36-42(39,40)27-14-13-23(20-35-27)31(32,33)34/h5-14,18,20,25,36-37H,3-4,15-17,19H2,1-2H3/t25-,30-/m1/s1
Standard InCHIKey:	SUJUHGSWHZTSEU-FYBSXPHGSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7562

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	232
0.1-0.2	1242
0.2-0.3	5500
0.3-0.4	14401
0.4-0.5	6641
0.5-0.6	1967
0.6-0.7	905
0.7-0.8	2
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	0.7268	NPC103230
Intermediate Similarity	0.7023	NPC475835
Remote Similarity	0.6986	NPC317752
Remote Similarity	0.6985	NPC477976
Remote Similarity	0.6941	NPC292517
Remote Similarity	0.6941	NPC318299
Remote Similarity	0.6934	NPC50997
Remote Similarity	0.6934	NPC160127
Remote Similarity	0.6931	NPC213468
Remote Similarity	0.6927	NPC280290
Remote Similarity	0.6893	NPC235684
Remote Similarity	0.6852	NPC289086
Remote Similarity	0.6847	NPC42678
Remote Similarity	0.6847	NPC477909
Remote Similarity	0.6847	NPC30570
Remote Similarity	0.6847	NPC477907
Remote Similarity	0.6837	NPC476874
Remote Similarity	0.6818	NPC477975
Remote Similarity	0.6816	NPC162812
Remote Similarity	0.6814	NPC471997
Remote Similarity	0.6808	NPC67288
Remote Similarity	0.6789	NPC474905
Remote Similarity	0.6786	NPC62367
Remote Similarity	0.6782	NPC469938
Remote Similarity	0.6779	NPC328798
Remote Similarity	0.6779	NPC325775
Remote Similarity	0.677	NPC477912
Remote Similarity	0.6761	NPC227582
Remote Similarity	0.6761	NPC272483
Remote Similarity	0.6757	NPC234078
Remote Similarity	0.6757	NPC221100
Remote Similarity	0.6756	NPC84815
Remote Similarity	0.6756	NPC301368
Remote Similarity	0.6756	NPC216428
Remote Similarity	0.6744	NPC470279
Remote Similarity	0.6743	NPC317373
Remote Similarity	0.6743	NPC238457
Remote Similarity	0.674	NPC127026
Remote Similarity	0.674	NPC127720
Remote Similarity	0.673	NPC47190
Remote Similarity	0.6729	NPC474916
Remote Similarity	0.6727	NPC284102
Remote Similarity	0.6725	NPC473506
Remote Similarity	0.6714	NPC245916
Remote Similarity	0.6712	NPC476467
Remote Similarity	0.6711	NPC471980
Remote Similarity	0.6711	NPC281049
Remote Similarity	0.67	NPC41717
Remote Similarity	0.6697	NPC327592
Remote Similarity	0.6696	NPC328186
Remote Similarity	0.6696	NPC475631
Remote Similarity	0.6696	NPC122968
Remote Similarity	0.6696	NPC87152
Remote Similarity	0.6696	NPC477787
Remote Similarity	0.6696	NPC2395
Remote Similarity	0.6696	NPC475600
Remote Similarity	0.6696	NPC228377
Remote Similarity	0.6696	NPC476110
Remote Similarity	0.6682	NPC193761
Remote Similarity	0.6682	NPC127647
Remote Similarity	0.6681	NPC235885
Remote Similarity	0.6681	NPC475596
Remote Similarity	0.6681	NPC316841
Remote Similarity	0.6681	NPC475303
Remote Similarity	0.6667	NPC471977
Remote Similarity	0.6667	NPC327769
Remote Similarity	0.6667	NPC135950
Remote Similarity	0.6667	NPC206343
Remote Similarity	0.6667	NPC321708
Remote Similarity	0.6667	NPC475644
Remote Similarity	0.6667	NPC267885
Remote Similarity	0.6667	NPC6981
Remote Similarity	0.6667	NPC78020
Remote Similarity	0.6667	NPC471016
Remote Similarity	0.6667	NPC470486
Remote Similarity	0.6667	NPC252338
Remote Similarity	0.6667	NPC477908
Remote Similarity	0.6667	NPC471190
Remote Similarity	0.6652	NPC478158
Remote Similarity	0.6652	NPC48042
Remote Similarity	0.6652	NPC472550
Remote Similarity	0.6652	NPC478157
Remote Similarity	0.6652	NPC4421
Remote Similarity	0.6652	NPC30456
Remote Similarity	0.6652	NPC304179
Remote Similarity	0.6652	NPC148860
Remote Similarity	0.6651	NPC102008
Remote Similarity	0.6651	NPC62749
Remote Similarity	0.665	NPC469897
Remote Similarity	0.6638	NPC76565
Remote Similarity	0.6638	NPC57797
Remote Similarity	0.6638	NPC250807
Remote Similarity	0.6637	NPC144779
Remote Similarity	0.6637	NPC6576
Remote Similarity	0.6637	NPC212768
Remote Similarity	0.6637	NPC473115
Remote Similarity	0.6637	NPC82070
Remote Similarity	0.6637	NPC314270
Remote Similarity	0.6637	NPC294579
Remote Similarity	0.6637	NPC75600
Remote Similarity	0.6637	NPC158020
Remote Similarity	0.6637	NPC473089
Remote Similarity	0.6636	NPC323927
Remote Similarity	0.6636	NPC300183
Remote Similarity	0.6635	NPC207851
Remote Similarity	0.6622	NPC470306
Remote Similarity	0.662	NPC74413
Remote Similarity	0.6618	NPC149155
Remote Similarity	0.6618	NPC203468
Remote Similarity	0.6618	NPC110500
Remote Similarity	0.6609	NPC477902
Remote Similarity	0.6609	NPC475137
Remote Similarity	0.6609	NPC473850
Remote Similarity	0.6609	NPC328154
Remote Similarity	0.6609	NPC473689
Remote Similarity	0.6609	NPC475498
Remote Similarity	0.6609	NPC292416
Remote Similarity	0.6608	NPC472555
Remote Similarity	0.6606	NPC328596
Remote Similarity	0.6606	NPC63041
Remote Similarity	0.6606	NPC328318
Remote Similarity	0.6604	NPC138370
Remote Similarity	0.6602	NPC248041
Remote Similarity	0.6602	NPC283219
Remote Similarity	0.6602	NPC126709
Remote Similarity	0.66	NPC311276
Remote Similarity	0.6596	NPC475406
Remote Similarity	0.6596	NPC170751
Remote Similarity	0.6594	NPC477911
Remote Similarity	0.6594	NPC477788
Remote Similarity	0.6593	NPC471014
Remote Similarity	0.6593	NPC475408
Remote Similarity	0.6591	NPC314855
Remote Similarity	0.6591	NPC313345
Remote Similarity	0.6591	NPC313796
Remote Similarity	0.6591	NPC315638
Remote Similarity	0.6589	NPC220151
Remote Similarity	0.6589	NPC157828
Remote Similarity	0.6589	NPC195239
Remote Similarity	0.6589	NPC20593
Remote Similarity	0.6589	NPC19692
Remote Similarity	0.6588	NPC111602
Remote Similarity	0.6588	NPC255909
Remote Similarity	0.6588	NPC182814
Remote Similarity	0.6588	NPC102338
Remote Similarity	0.6588	NPC63199
Remote Similarity	0.6588	NPC196251
Remote Similarity	0.6587	NPC327373
Remote Similarity	0.6587	NPC322043
Remote Similarity	0.6587	NPC325093
Remote Similarity	0.6581	NPC320324
Remote Similarity	0.6581	NPC244839
Remote Similarity	0.6581	NPC319880
Remote Similarity	0.6577	NPC472752
Remote Similarity	0.6575	NPC98715
Remote Similarity	0.6575	NPC476115
Remote Similarity	0.6573	NPC55493
Remote Similarity	0.6571	NPC94752
Remote Similarity	0.6568	NPC327904
Remote Similarity	0.6568	NPC38959
Remote Similarity	0.6562	NPC207020
Remote Similarity	0.6562	NPC472553
Remote Similarity	0.6562	NPC280473
Remote Similarity	0.6562	NPC323551
Remote Similarity	0.6561	NPC314297
Remote Similarity	0.6561	NPC315545
Remote Similarity	0.6561	NPC193238
Remote Similarity	0.6561	NPC225821
Remote Similarity	0.6561	NPC46225
Remote Similarity	0.6558	NPC11445
Remote Similarity	0.6555	NPC203635
Remote Similarity	0.6553	NPC111275
Remote Similarity	0.6553	NPC237702
Remote Similarity	0.6553	NPC157583
Remote Similarity	0.6552	NPC146824
Remote Similarity	0.6552	NPC124029
Remote Similarity	0.6552	NPC476491
Remote Similarity	0.6552	NPC211920
Remote Similarity	0.655	NPC477903
Remote Similarity	0.6549	NPC477910
Remote Similarity	0.6547	NPC123839
Remote Similarity	0.6547	NPC314834
Remote Similarity	0.6544	NPC241024
Remote Similarity	0.6544	NPC192674
Remote Similarity	0.6544	NPC103361
Remote Similarity	0.6542	NPC45850
Remote Similarity	0.654	NPC278434
Remote Similarity	0.6538	NPC71037
Remote Similarity	0.6537	NPC477900
Remote Similarity	0.6537	NPC477899
Remote Similarity	0.6535	NPC52254
Remote Similarity	0.6533	NPC41724
Remote Similarity	0.6533	NPC51008
Remote Similarity	0.6532	NPC266249
Remote Similarity	0.6532	NPC258062
Remote Similarity	0.6532	NPC127677
Remote Similarity	0.653	NPC260900
Remote Similarity	0.6526	NPC117244
Remote Similarity	0.6526	NPC473763
Remote Similarity	0.6526	NPC129909

Drug Structure

NPD7562 OpenBabel08211712022D 44 47 0 0 1 0 0 0 0 0999 V2000 4.0164 3.0567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2753 2.0908 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 9.8485 -0.5800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4658 0.3439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2397 -1.3733 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 8.4743 0.4744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2483 -1.2428 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 1.0000 -1.7321 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8741 -0.1884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2412 1.8320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4914 0.7355 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 6.0000 0.0000 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 7.8656 -0.3189 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 0.0000 3.0000 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 4.0000 -1.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 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 4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 4.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 4.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 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 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 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 1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 16 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 9 1 0 0 0 0 7 10 2 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 22 1 0 0 0 0 12 24 2 0 0 0 0 13 14 2 0 0 0 0 13 23 1 0 0 0 0 14 27 1 0 0 0 0 15 17 1 0 0 0 0 15 21 1 0 0 0 0 17 30 1 0 0 0 0 18 22 2 0 0 0 0 18 24 1 0 0 0 0 19 26 1 0 0 0 0 19 30 1 0 0 0 0 20 23 2 0 0 0 0 20 35 1 0 0 0 0 22 25 1 0 0 0 0 23 31 1 0 0 0 0 24 36 1 0 0 0 0 25 4 1 6 0 0 0 25 28 1 0 0 0 0 26 28 2 0 0 0 0 26 37 1 0 0 0 0 27 35 2 0 0 0 0 27 42 1 0 0 0 0 28 29 1 0 0 0 0 29 38 2 0 0 0 0 29 41 1 0 0 0 0 30 16 1 1 0 0 0 30 41 1 0 0 0 0 31 32 1 0 0 0 0 31 33 1 0 0 0 0 31 34 1 0 0 0 0 36 42 1 0 0 0 0 36 43 1 0 0 0 0 37 44 1 0 0 0 0 39 42 2 0 0 0 0 40 42 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001085
DrugBank	DB00932
ChEMBL	CHEMBL222559
IUPHAR/BPS
PharmaGKB	PA163522473
KEGG Drug
PubChem CID
ChEBI	63628
CAS Number	174484-41-4

Drug Properties

Molecular Weight	602.21
ALogP	-0.4736
MLogP	3.66
XLogP	10.169
HDA	7
HBD	2
Rotatable Bonds	18
TPSA	113.97
RO5 Violation	2