NPASS drugs

Drug Information

Drug ID:	NPD8289
Drug Name:	palinavir
Molecular Formula:	C41H52N6O5
Canonical SMILES:	O[C@@H]([C@@H](N=C([C@H](C(C)C)NC(=O)c1ccc2c(n1)cccc2)O)Cc1ccccc1)CN1CC[C@H](C[C@H]1C(=NC(C)(C)C)O)OCc1ccncc1
Standard InCHI:	InChI=1S/C41H52N6O5/c1-27(2)37(45-38(49)33-16-15-30-13-9-10-14-32(30)43-33)40(51)44-34(23-28-11-7-6-8-12-28)36(48)25-47-22-19-31(52-26-29-17-20-42-21-18-29)24-35(47)39(50)46-41(3,4)5/h6-18,20-21,27,31,34-37,48H,19,22-26H2,1-5H3,(H,44,51)(H,45,49)(H,46,50)/t31-,34+,35+,36-,37+/m1/s1
Standard InCHIKey:	RXBWRFDZXRAEJT-SZNOJMITSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8289

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	273
0.1-0.2	1479
0.2-0.3	8431
0.3-0.4	10588
0.4-0.5	6647
0.5-0.6	1881
0.6-0.7	1379
0.7-0.8	212
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	0.7844	NPC317752
Intermediate Similarity	0.7798	NPC318299
Intermediate Similarity	0.7783	NPC281049
Intermediate Similarity	0.7767	NPC317373
Intermediate Similarity	0.7727	NPC477979
Intermediate Similarity	0.7721	NPC327592
Intermediate Similarity	0.771	NPC328318
Intermediate Similarity	0.771	NPC328596
Intermediate Similarity	0.7686	NPC477516
Intermediate Similarity	0.7647	NPC316110
Intermediate Similarity	0.7647	NPC315893
Intermediate Similarity	0.7647	NPC478157
Intermediate Similarity	0.7647	NPC313587
Intermediate Similarity	0.7621	NPC319232
Intermediate Similarity	0.7621	NPC24370
Intermediate Similarity	0.7617	NPC75179
Intermediate Similarity	0.7548	NPC94752
Intermediate Similarity	0.7545	NPC123839
Intermediate Similarity	0.7522	NPC326363
Intermediate Similarity	0.7511	NPC477549
Intermediate Similarity	0.75	NPC150048
Intermediate Similarity	0.75	NPC162860
Intermediate Similarity	0.75	NPC478158
Intermediate Similarity	0.75	NPC203754
Intermediate Similarity	0.75	NPC472285
Intermediate Similarity	0.7477	NPC118940
Intermediate Similarity	0.7477	NPC75634
Intermediate Similarity	0.7468	NPC325976
Intermediate Similarity	0.7455	NPC266249
Intermediate Similarity	0.7435	NPC476491
Intermediate Similarity	0.7435	NPC186351
Intermediate Similarity	0.7425	NPC323752
Intermediate Similarity	0.7422	NPC312645
Intermediate Similarity	0.7414	NPC475969
Intermediate Similarity	0.7414	NPC475859
Intermediate Similarity	0.7409	NPC54420
Intermediate Similarity	0.7406	NPC117244
Intermediate Similarity	0.7406	NPC473763
Intermediate Similarity	0.7395	NPC316224
Intermediate Similarity	0.7385	NPC155143
Intermediate Similarity	0.738	NPC476817
Intermediate Similarity	0.738	NPC64216
Intermediate Similarity	0.7378	NPC471192
Intermediate Similarity	0.7371	NPC477175
Intermediate Similarity	0.7371	NPC470730
Intermediate Similarity	0.7364	NPC472064
Intermediate Similarity	0.7361	NPC34837
Intermediate Similarity	0.7357	NPC313804
Intermediate Similarity	0.7357	NPC315804
Intermediate Similarity	0.7339	NPC475506
Intermediate Similarity	0.7339	NPC300183
Intermediate Similarity	0.7336	NPC312942
Intermediate Similarity	0.7336	NPC478141
Intermediate Similarity	0.7336	NPC31097
Intermediate Similarity	0.7336	NPC327095
Intermediate Similarity	0.7333	NPC237740
Intermediate Similarity	0.7328	NPC297862
Intermediate Similarity	0.7327	NPC123395
Intermediate Similarity	0.7321	NPC471193
Intermediate Similarity	0.7321	NPC6865
Intermediate Similarity	0.7321	NPC471194
Intermediate Similarity	0.7321	NPC153980
Intermediate Similarity	0.7313	NPC477714
Intermediate Similarity	0.7308	NPC165743
Intermediate Similarity	0.7306	NPC476874
Intermediate Similarity	0.7304	NPC40455
Intermediate Similarity	0.7301	NPC36405
Intermediate Similarity	0.7293	NPC474896
Intermediate Similarity	0.7289	NPC89508
Intermediate Similarity	0.7286	NPC207851
Intermediate Similarity	0.7285	NPC472065
Intermediate Similarity	0.7281	NPC474916
Intermediate Similarity	0.7277	NPC72956
Intermediate Similarity	0.7269	NPC245916
Intermediate Similarity	0.7265	NPC472070
Intermediate Similarity	0.726	NPC471944
Intermediate Similarity	0.7253	NPC191382
Intermediate Similarity	0.7253	NPC56109
Intermediate Similarity	0.7253	NPC33949
Intermediate Similarity	0.7249	NPC272174
Intermediate Similarity	0.7248	NPC100321
Intermediate Similarity	0.7229	NPC229893
Intermediate Similarity	0.7227	NPC472063
Intermediate Similarity	0.7227	NPC57398
Intermediate Similarity	0.7227	NPC472062
Intermediate Similarity	0.7227	NPC472069
Intermediate Similarity	0.7211	NPC315467
Intermediate Similarity	0.7204	NPC228835
Intermediate Similarity	0.7203	NPC70155
Intermediate Similarity	0.7202	NPC473640
Intermediate Similarity	0.7202	NPC239954
Intermediate Similarity	0.7198	NPC19170
Intermediate Similarity	0.7198	NPC469938
Intermediate Similarity	0.7195	NPC317701
Intermediate Similarity	0.7193	NPC27041
Intermediate Similarity	0.7193	NPC477715
Intermediate Similarity	0.7191	NPC474877
Intermediate Similarity	0.7188	NPC223791
Intermediate Similarity	0.7188	NPC107077
Intermediate Similarity	0.7186	NPC216612
Intermediate Similarity	0.7185	NPC28945
Intermediate Similarity	0.7183	NPC478010
Intermediate Similarity	0.7183	NPC478009
Intermediate Similarity	0.7181	NPC274842
Intermediate Similarity	0.7177	NPC478006
Intermediate Similarity	0.7176	NPC198673
Intermediate Similarity	0.7174	NPC323969
Intermediate Similarity	0.7173	NPC327769
Intermediate Similarity	0.7163	NPC138370
Intermediate Similarity	0.7162	NPC118832
Intermediate Similarity	0.7162	NPC264166
Intermediate Similarity	0.7162	NPC329708
Intermediate Similarity	0.7162	NPC165349
Intermediate Similarity	0.7162	NPC274291
Intermediate Similarity	0.7162	NPC47059
Intermediate Similarity	0.7161	NPC89987
Intermediate Similarity	0.7154	NPC314882
Intermediate Similarity	0.715	NPC213629
Intermediate Similarity	0.7149	NPC322064
Intermediate Similarity	0.7149	NPC477176
Intermediate Similarity	0.7149	NPC470729
Intermediate Similarity	0.7149	NPC193761
Intermediate Similarity	0.7137	NPC476492
Intermediate Similarity	0.7137	NPC306644
Intermediate Similarity	0.7137	NPC54744
Intermediate Similarity	0.7137	NPC236424
Intermediate Similarity	0.7131	NPC63279
Intermediate Similarity	0.713	NPC216550
Intermediate Similarity	0.7129	NPC157583
Intermediate Similarity	0.7124	NPC82370
Intermediate Similarity	0.7124	NPC320968
Intermediate Similarity	0.7123	NPC168911
Intermediate Similarity	0.7123	NPC171317
Intermediate Similarity	0.7123	NPC265576
Intermediate Similarity	0.7119	NPC477177
Intermediate Similarity	0.7118	NPC469727
Intermediate Similarity	0.7117	NPC165599
Intermediate Similarity	0.7117	NPC98715
Intermediate Similarity	0.7113	NPC15801
Intermediate Similarity	0.7112	NPC155444
Intermediate Similarity	0.7101	NPC170751
Intermediate Similarity	0.7101	NPC297642
Intermediate Similarity	0.7101	NPC182222
Intermediate Similarity	0.71	NPC472099
Intermediate Similarity	0.7098	NPC225821
Intermediate Similarity	0.7098	NPC244741
Intermediate Similarity	0.7098	NPC46225
Intermediate Similarity	0.7091	NPC313421
Intermediate Similarity	0.7091	NPC103361
Intermediate Similarity	0.7091	NPC81535
Intermediate Similarity	0.7091	NPC284338
Intermediate Similarity	0.7089	NPC196718
Intermediate Similarity	0.7089	NPC102593
Intermediate Similarity	0.7087	NPC473310
Intermediate Similarity	0.7083	NPC101350
Intermediate Similarity	0.7076	NPC95240
Intermediate Similarity	0.7074	NPC470731
Intermediate Similarity	0.7073	NPC14812
Intermediate Similarity	0.7071	NPC57453
Intermediate Similarity	0.7069	NPC2395
Intermediate Similarity	0.7067	NPC258062
Intermediate Similarity	0.7067	NPC127677
Intermediate Similarity	0.7064	NPC475258
Intermediate Similarity	0.7063	NPC152620
Intermediate Similarity	0.7061	NPC234078
Intermediate Similarity	0.7061	NPC221100
Intermediate Similarity	0.7059	NPC141053
Intermediate Similarity	0.7054	NPC313345
Intermediate Similarity	0.7054	NPC313796
Intermediate Similarity	0.7054	NPC314855
Intermediate Similarity	0.7054	NPC315638
Intermediate Similarity	0.7051	NPC235885
Intermediate Similarity	0.7045	NPC212213
Intermediate Similarity	0.7042	NPC235685
Intermediate Similarity	0.7042	NPC285343
Intermediate Similarity	0.7042	NPC184225
Intermediate Similarity	0.7039	NPC41717
Intermediate Similarity	0.7037	NPC142385
Intermediate Similarity	0.7034	NPC314954
Intermediate Similarity	0.7034	NPC100547
Intermediate Similarity	0.7034	NPC194740
Intermediate Similarity	0.7028	NPC53534
Intermediate Similarity	0.7024	NPC469813
Intermediate Similarity	0.7024	NPC476446
Intermediate Similarity	0.7024	NPC78375
Intermediate Similarity	0.7022	NPC315545
Intermediate Similarity	0.7022	NPC314297
Intermediate Similarity	0.7021	NPC473506
Intermediate Similarity	0.702	NPC161801
Intermediate Similarity	0.7018	NPC244856
Intermediate Similarity	0.7018	NPC151976
Intermediate Similarity	0.7018	NPC267343
Intermediate Similarity	0.7018	NPC87856
Intermediate Similarity	0.7017	NPC321592
Intermediate Similarity	0.7017	NPC30456
Intermediate Similarity	0.7017	NPC54803
Intermediate Similarity	0.7014	NPC293917
Intermediate Similarity	0.7014	NPC11126
Intermediate Similarity	0.7013	NPC174788
Intermediate Similarity	0.7012	NPC470784

Drug Structure

NPD8289 OpenBabel08211713002D 56 60 0 0 1 0 0 0 0 0999 V2000 3.4641 -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 -3.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 C 0 0 0 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 1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -1.0000 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 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 0.5000 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 7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 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 -6.0622 -1.5000 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 -0.0000 -1.0000 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 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 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 -2.5000 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 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 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 3.4641 -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 -6.0622 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 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 5.1962 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 27 1 0 0 0 0 3 41 1 0 0 0 0 4 41 1 0 0 0 0 5 41 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 10 2 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 11 28 2 0 0 0 0 12 28 1 0 0 0 0 13 30 2 0 0 0 0 14 32 2 0 0 0 0 15 16 2 0 0 0 0 15 30 1 0 0 0 0 16 33 1 0 0 0 0 17 20 1 0 0 0 0 17 29 2 0 0 0 0 18 21 2 0 0 0 0 18 29 1 0 0 0 0 19 22 1 0 0 0 0 19 31 1 0 0 0 0 20 42 2 0 0 0 0 21 42 1 0 0 0 0 22 47 1 0 0 0 0 23 28 1 0 0 0 0 24 31 1 0 0 0 0 24 35 1 0 0 0 0 25 47 1 0 0 0 0 26 29 1 0 0 0 0 26 52 1 0 0 0 0 30 32 1 0 0 0 0 31 52 1 1 0 0 0 32 43 1 0 0 0 0 33 38 1 0 0 0 0 33 43 2 0 0 0 0 34 23 1 1 0 0 0 34 36 1 0 0 0 0 34 44 1 0 0 0 0 35 39 1 1 0 0 0 35 47 1 0 0 0 0 36 25 1 1 0 0 0 36 48 1 0 0 0 0 37 27 1 1 0 0 0 37 40 1 0 0 0 0 37 45 1 0 0 0 0 38 45 1 0 0 0 0 38 49 2 0 0 0 0 39 46 2 3 0 0 0 39 50 1 0 0 0 0 40 44 2 3 0 0 0 40 51 1 0 0 0 0 41 46 1 0 0 0 0 45 53 1 0 0 0 0 48 54 1 0 0 0 0 50 55 1 0 0 0 0 51 56 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002278
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	708.40
ALogP	-0.849
MLogP	4.76
XLogP	8.17
HDA	11
HBD	4
Rotatable Bonds	24
TPSA	152.76
RO5 Violation	3