NPASS drugs

Drug Information

Drug ID:	NPD8071
Drug Name:	Ritonavir
Molecular Formula:	C37H48N6O5S2
Canonical SMILES:	CC([C@@H](C(=N[C@@H](Cc1ccccc1)C[C@@H]([C@@H](N=C(OCc1cncs1)O)Cc1ccccc1)O)O)N=C(N(Cc1csc(n1)C(C)C)C)O)C
Standard InCHI:	InChI=1S/C37H48N6O5S2/c1-24(2)33(42-36(46)43(5)20-29-22-49-35(40-29)25(3)4)34(45)39-28(16-26-12-8-6-9-13-26)18-32(44)31(17-27-14-10-7-11-15-27)41-37(47)48-21-30-19-38-23-50-30/h6-15,19,22-25,28,31-33,44H,16-18,20-21H2,1-5H3,(H,39,45)(H,41,47)(H,42,46)/t28-,31-,32-,33-/m0/s1
Standard InCHIKey:	NCDNCNXCDXHOMX-XGKFQTDJSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8071

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	272
0.1-0.2	1537
0.2-0.3	10422
0.3-0.4	13444
0.4-0.5	3160
0.5-0.6	1897
0.6-0.7	143
0.7-0.8	15
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	0.75	NPC476103
Intermediate Similarity	0.7487	NPC161242
Intermediate Similarity	0.7424	NPC161143
Intermediate Similarity	0.7402	NPC106235
Intermediate Similarity	0.7402	NPC239660
Intermediate Similarity	0.7398	NPC476080
Intermediate Similarity	0.7398	NPC475534
Intermediate Similarity	0.7323	NPC263485
Intermediate Similarity	0.7323	NPC229160
Intermediate Similarity	0.7323	NPC25316
Intermediate Similarity	0.7273	NPC475330
Intermediate Similarity	0.7236	NPC174652
Intermediate Similarity	0.7178	NPC49051
Intermediate Similarity	0.7092	NPC24990
Intermediate Similarity	0.7039	NPC329961
Remote Similarity	0.6963	NPC75498
Remote Similarity	0.6957	NPC122427
Remote Similarity	0.693	NPC257511
Remote Similarity	0.689	NPC165538
Remote Similarity	0.67	NPC475920
Remote Similarity	0.6683	NPC96016
Remote Similarity	0.6637	NPC75726
Remote Similarity	0.6637	NPC31385
Remote Similarity	0.6637	NPC251036
Remote Similarity	0.6637	NPC110602
Remote Similarity	0.6561	NPC323927
Remote Similarity	0.6537	NPC469938
Remote Similarity	0.653	NPC193761
Remote Similarity	0.6509	NPC153467
Remote Similarity	0.6507	NPC163055
Remote Similarity	0.6502	NPC14877
Remote Similarity	0.6502	NPC145178
Remote Similarity	0.6502	NPC475350
Remote Similarity	0.6447	NPC79386
Remote Similarity	0.6444	NPC478029
Remote Similarity	0.6429	NPC478028
Remote Similarity	0.6411	NPC164228
Remote Similarity	0.6409	NPC475506
Remote Similarity	0.6406	NPC313966
Remote Similarity	0.6406	NPC314254
Remote Similarity	0.6404	NPC473886
Remote Similarity	0.6394	NPC248454
Remote Similarity	0.638	NPC155143
Remote Similarity	0.6372	NPC320968
Remote Similarity	0.6371	NPC475196
Remote Similarity	0.6364	NPC39092
Remote Similarity	0.6356	NPC478158
Remote Similarity	0.6351	NPC143325
Remote Similarity	0.6347	NPC473640
Remote Similarity	0.6344	NPC75634
Remote Similarity	0.6316	NPC54744
Remote Similarity	0.6316	NPC59269
Remote Similarity	0.6311	NPC314957
Remote Similarity	0.6306	NPC182507
Remote Similarity	0.6288	NPC478157
Remote Similarity	0.6283	NPC162860
Remote Similarity	0.625	NPC314603
Remote Similarity	0.625	NPC214827
Remote Similarity	0.625	NPC314930
Remote Similarity	0.6244	NPC100321
Remote Similarity	0.6239	NPC253987
Remote Similarity	0.6235	NPC314056
Remote Similarity	0.6234	NPC238945
Remote Similarity	0.6233	NPC476874
Remote Similarity	0.6228	NPC242923
Remote Similarity	0.6224	NPC319751
Remote Similarity	0.6221	NPC473763
Remote Similarity	0.6221	NPC117244
Remote Similarity	0.6214	NPC160105
Remote Similarity	0.6211	NPC107077
Remote Similarity	0.6211	NPC223791
Remote Similarity	0.621	NPC478030
Remote Similarity	0.6208	NPC63279
Remote Similarity	0.6205	NPC475774
Remote Similarity	0.6204	NPC213629
Remote Similarity	0.6195	NPC311276
Remote Similarity	0.6195	NPC54420
Remote Similarity	0.6195	NPC469813
Remote Similarity	0.6195	NPC476446
Remote Similarity	0.6195	NPC78375
Remote Similarity	0.6194	NPC314774
Remote Similarity	0.6194	NPC315126
Remote Similarity	0.6192	NPC469858
Remote Similarity	0.6183	NPC297642
Remote Similarity	0.6179	NPC249662
Remote Similarity	0.6178	NPC473376
Remote Similarity	0.6167	NPC475024
Remote Similarity	0.6167	NPC89987
Remote Similarity	0.6163	NPC478013
Remote Similarity	0.6162	NPC473398
Remote Similarity	0.6161	NPC326575
Remote Similarity	0.6144	NPC64216
Remote Similarity	0.614	NPC62510
Remote Similarity	0.614	NPC280290
Remote Similarity	0.614	NPC15102
Remote Similarity	0.6131	NPC119481
Remote Similarity	0.6129	NPC321708
Remote Similarity	0.6118	NPC19170
Remote Similarity	0.6116	NPC54537
Remote Similarity	0.6114	NPC203754
Remote Similarity	0.6114	NPC472122
Remote Similarity	0.6114	NPC24594
Remote Similarity	0.6114	NPC150048
Remote Similarity	0.6111	NPC94752
Remote Similarity	0.6106	NPC201700
Remote Similarity	0.6099	NPC313421
Remote Similarity	0.6099	NPC293917
Remote Similarity	0.6096	NPC153400
Remote Similarity	0.6093	NPC284678
Remote Similarity	0.6081	NPC272483
Remote Similarity	0.6078	NPC41982
Remote Similarity	0.6078	NPC469762
Remote Similarity	0.6074	NPC220852
Remote Similarity	0.6073	NPC477805
Remote Similarity	0.6073	NPC477796
Remote Similarity	0.6073	NPC477795
Remote Similarity	0.6073	NPC477806
Remote Similarity	0.6069	NPC478011
Remote Similarity	0.6069	NPC478012
Remote Similarity	0.6068	NPC149014
Remote Similarity	0.6068	NPC281049
Remote Similarity	0.6066	NPC285343
Remote Similarity	0.6063	NPC294693
Remote Similarity	0.6062	NPC138562
Remote Similarity	0.6061	NPC471323
Remote Similarity	0.6059	NPC473317
Remote Similarity	0.6059	NPC216221
Remote Similarity	0.6058	NPC49954
Remote Similarity	0.6058	NPC474561
Remote Similarity	0.6054	NPC239954
Remote Similarity	0.6054	NPC171317
Remote Similarity	0.605	NPC125597
Remote Similarity	0.6047	NPC48938
Remote Similarity	0.6046	NPC314176
Remote Similarity	0.6043	NPC308906
Remote Similarity	0.6042	NPC297862
Remote Similarity	0.6039	NPC150447
Remote Similarity	0.6039	NPC40779
Remote Similarity	0.6029	NPC63751
Remote Similarity	0.6029	NPC469785
Remote Similarity	0.6028	NPC187827
Remote Similarity	0.6028	NPC222592
Remote Similarity	0.6028	NPC300688
Remote Similarity	0.6028	NPC472105
Remote Similarity	0.6028	NPC168486
Remote Similarity	0.6027	NPC95783
Remote Similarity	0.6026	NPC173344
Remote Similarity	0.6025	NPC24370
Remote Similarity	0.6025	NPC319232
Remote Similarity	0.6018	NPC474177
Remote Similarity	0.6018	NPC198673
Remote Similarity	0.6017	NPC77022
Remote Similarity	0.6009	NPC151939
Remote Similarity	0.6	NPC233936
Remote Similarity	0.6	NPC469589
Remote Similarity	0.6	NPC476492
Remote Similarity	0.6	NPC28945
Remote Similarity	0.6	NPC324815
Remote Similarity	0.5992	NPC471506
Remote Similarity	0.5991	NPC188387
Remote Similarity	0.5991	NPC163421
Remote Similarity	0.5985	NPC263117
Remote Similarity	0.5985	NPC242872
Remote Similarity	0.5985	NPC125181
Remote Similarity	0.5982	NPC102008
Remote Similarity	0.5982	NPC168911
Remote Similarity	0.5981	NPC54988
Remote Similarity	0.5981	NPC133261
Remote Similarity	0.598	NPC70922
Remote Similarity	0.598	NPC80597
Remote Similarity	0.598	NPC211572
Remote Similarity	0.598	NPC212376
Remote Similarity	0.598	NPC75540
Remote Similarity	0.5975	NPC33949
Remote Similarity	0.5975	NPC313804
Remote Similarity	0.5975	NPC315804
Remote Similarity	0.5972	NPC472110
Remote Similarity	0.5972	NPC472109
Remote Similarity	0.5971	NPC92796
Remote Similarity	0.5971	NPC135141
Remote Similarity	0.5967	NPC165743
Remote Similarity	0.5965	NPC470500
Remote Similarity	0.5963	NPC474707
Remote Similarity	0.5963	NPC235684
Remote Similarity	0.5962	NPC134586
Remote Similarity	0.596	NPC477418
Remote Similarity	0.596	NPC477420
Remote Similarity	0.5957	NPC477114
Remote Similarity	0.5952	NPC477630
Remote Similarity	0.5952	NPC477635
Remote Similarity	0.5947	NPC321939
Remote Similarity	0.5946	NPC473178
Remote Similarity	0.5945	NPC314882
Remote Similarity	0.5936	NPC206251
Remote Similarity	0.5936	NPC74382
Remote Similarity	0.5935	NPC211997
Remote Similarity	0.5935	NPC68354
Remote Similarity	0.5931	NPC469760
Remote Similarity	0.5931	NPC73952
Remote Similarity	0.5931	NPC469765

Drug Structure

NPD8071 OpenBabel08211712042D 54 57 0 0 1 0 0 0 0 0999 V2000 -5.0468 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9013 -1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6810 -2.5886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1090 -2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -7.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1090 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2429 -2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 -6.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -6.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2429 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 -5.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -5.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -4.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2102 -3.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 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 -5.9128 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 -1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -5.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -1.1636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -3.6636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.7788 -2.6636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9128 0.8364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.7788 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -3.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -3.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -0.6636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -4.1636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -2.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 0.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 1.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -4.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -2.6636 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 -2.4012 -2.2569 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -1.1636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 1.8364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 2.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -5.1636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 25 1 0 0 0 0 5 43 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 13 2 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 12 26 2 0 0 0 0 13 26 1 0 0 0 0 14 27 2 0 0 0 0 15 27 1 0 0 0 0 16 26 1 0 0 0 0 17 27 1 0 0 0 0 18 28 1 0 0 0 0 19 30 2 0 0 0 0 19 38 1 0 0 0 0 20 29 1 0 0 0 0 20 43 1 0 0 0 0 21 30 1 0 0 0 0 21 48 1 0 0 0 0 22 29 2 0 0 0 0 22 49 1 0 0 0 0 23 38 2 0 0 0 0 23 50 1 0 0 0 0 25 35 1 0 0 0 0 28 16 1 6 0 0 0 28 39 1 0 0 0 0 29 40 1 0 0 0 0 30 50 1 0 0 0 0 31 17 1 1 0 0 0 31 32 1 0 0 0 0 31 41 1 0 0 0 0 32 18 1 6 0 0 0 32 44 1 0 0 0 0 33 24 1 6 0 0 0 33 34 1 0 0 0 0 33 42 1 0 0 0 0 34 39 2 3 0 0 0 34 45 1 0 0 0 0 35 40 2 0 0 0 0 35 49 1 0 0 0 0 36 42 2 3 0 0 0 36 43 1 0 0 0 0 36 46 1 0 0 0 0 37 41 2 3 0 0 0 37 47 1 0 0 0 0 37 48 1 0 0 0 0 44 51 1 0 0 0 0 45 52 1 0 0 0 0 46 53 1 0 0 0 0 47 54 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000169
DrugBank	DB00503
ChEMBL	CHEMBL163
IUPHAR/BPS	8804
PharmaGKB	PA451260
KEGG Drug	D00427
PubChem CID	392622
ChEBI	45409
CAS Number	155213-67-5

Drug Properties

Molecular Weight	720.31
ALogP	1.6096
MLogP	4.1
XLogP	10.424
HDA	11
HBD	4
Rotatable Bonds	28
TPSA	212.73
RO5 Violation	3