NPASS drugs

Drug Information

Drug ID:	NPD8114
Drug Name:	Saquinavir Mesylate
Molecular Formula:	C38H50N6O5.CH4O3S
Canonical SMILES:	CS(=O)(=O)O.OC(=N)C[C@@H](C(=N[C@H]([C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=NC(C)(C)C)O)O)Cc1ccccc1)O)NC(=O)c1ccc2c(n1)cccc2
Standard InCHI:	InChI=1S/C38H50N6O5.CH4O3S/c1-38(2,3)43-37(49)32-20-26-14-7-8-15-27(26)22-44(32)23-33(45)30(19-24-11-5-4-6-12-24)41-36(48)31(21-34(39)46)42-35(47)29-18-17-25-13-9-10-16-28(25)40-29;1-5(2,3)4/h4-6,9-13,16-18,26-27,30-33,45H,7-8,14-15,19-23H2,1-3H3,(H2,39,46)(H,41,48)(H,42,47)(H,43,49);1H3,(H,2,3,4)/t26-,27+,30-,31-,32-,33+;/m0./s1
Standard InCHIKey:	IRHXGOXEBNJUSN-YOXDLBRISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8114

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	228
0.1-0.2	1163
0.2-0.3	6460
0.3-0.4	15425
0.4-0.5	4215
0.5-0.6	1847
0.6-0.7	1305
0.7-0.8	247
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	0.781	NPC281049
Intermediate Similarity	0.7784	NPC133003
Intermediate Similarity	0.7744	NPC94752
Intermediate Similarity	0.774	NPC75634
Intermediate Similarity	0.7681	NPC162860
Intermediate Similarity	0.7677	NPC117244
Intermediate Similarity	0.7677	NPC473763
Intermediate Similarity	0.7647	NPC155143
Intermediate Similarity	0.763	NPC471192
Intermediate Similarity	0.7626	NPC477516
Intermediate Similarity	0.7598	NPC475506
Intermediate Similarity	0.7596	NPC478158
Intermediate Similarity	0.759	NPC470205
Intermediate Similarity	0.7588	NPC243716
Intermediate Similarity	0.7585	NPC54420
Intermediate Similarity	0.7583	NPC478157
Intermediate Similarity	0.7577	NPC15840
Intermediate Similarity	0.7571	NPC6865
Intermediate Similarity	0.7571	NPC471194
Intermediate Similarity	0.7571	NPC153980
Intermediate Similarity	0.7571	NPC471193
Intermediate Similarity	0.7563	NPC141612
Intermediate Similarity	0.7563	NPC17273
Intermediate Similarity	0.7563	NPC135601
Intermediate Similarity	0.7561	NPC328596
Intermediate Similarity	0.7561	NPC328318
Intermediate Similarity	0.7549	NPC49196
Intermediate Similarity	0.7549	NPC313985
Intermediate Similarity	0.7549	NPC195461
Intermediate Similarity	0.7549	NPC81654
Intermediate Similarity	0.7549	NPC249150
Intermediate Similarity	0.7549	NPC79129
Intermediate Similarity	0.7546	NPC476817
Intermediate Similarity	0.7538	NPC472112
Intermediate Similarity	0.7538	NPC324091
Intermediate Similarity	0.7537	NPC50503
Intermediate Similarity	0.7536	NPC471191
Intermediate Similarity	0.7524	NPC72956
Intermediate Similarity	0.75	NPC472109
Intermediate Similarity	0.75	NPC477979
Intermediate Similarity	0.75	NPC472110
Intermediate Similarity	0.7477	NPC477714
Intermediate Similarity	0.7475	NPC478077
Intermediate Similarity	0.7463	NPC472113
Intermediate Similarity	0.7451	NPC34837
Intermediate Similarity	0.7451	NPC473640
Intermediate Similarity	0.7438	NPC245916
Intermediate Similarity	0.7437	NPC472323
Intermediate Similarity	0.7435	NPC315893
Intermediate Similarity	0.7435	NPC313587
Intermediate Similarity	0.7435	NPC316110
Intermediate Similarity	0.7429	NPC223791
Intermediate Similarity	0.7429	NPC107077
Intermediate Similarity	0.7427	NPC471944
Intermediate Similarity	0.7419	NPC31097
Intermediate Similarity	0.7415	NPC100321
Intermediate Similarity	0.7411	NPC472108
Intermediate Similarity	0.7411	NPC139291
Intermediate Similarity	0.7409	NPC161861
Intermediate Similarity	0.7409	NPC472123
Intermediate Similarity	0.74	NPC175474
Intermediate Similarity	0.74	NPC213629
Intermediate Similarity	0.7395	NPC174788
Intermediate Similarity	0.7385	NPC64216
Intermediate Similarity	0.7374	NPC228835
Intermediate Similarity	0.7374	NPC258480
Intermediate Similarity	0.7373	NPC474896
Intermediate Similarity	0.7371	NPC317752
Intermediate Similarity	0.7368	NPC317373
Intermediate Similarity	0.7366	NPC171317
Intermediate Similarity	0.7366	NPC52557
Intermediate Similarity	0.7364	NPC476491
Intermediate Similarity	0.7356	NPC165599
Intermediate Similarity	0.7353	NPC472116
Intermediate Similarity	0.7352	NPC19170
Intermediate Similarity	0.7349	NPC477715
Intermediate Similarity	0.7347	NPC219336
Intermediate Similarity	0.7343	NPC300183
Intermediate Similarity	0.7342	NPC475969
Intermediate Similarity	0.7342	NPC475859
Intermediate Similarity	0.734	NPC472295
Intermediate Similarity	0.734	NPC81802
Intermediate Similarity	0.734	NPC247735
Intermediate Similarity	0.734	NPC269886
Intermediate Similarity	0.734	NPC472210
Intermediate Similarity	0.7339	NPC312942
Intermediate Similarity	0.7339	NPC478141
Intermediate Similarity	0.7339	NPC327095
Intermediate Similarity	0.733	NPC297862
Intermediate Similarity	0.733	NPC191382
Intermediate Similarity	0.733	NPC56109
Intermediate Similarity	0.7327	NPC272174
Intermediate Similarity	0.7324	NPC318299
Intermediate Similarity	0.7321	NPC327592
Intermediate Similarity	0.7311	NPC475422
Intermediate Similarity	0.731	NPC91179
Intermediate Similarity	0.7308	NPC476874
Intermediate Similarity	0.7306	NPC40455
Intermediate Similarity	0.7306	NPC475271
Intermediate Similarity	0.73	NPC66210
Intermediate Similarity	0.7299	NPC87755
Intermediate Similarity	0.7297	NPC470730
Intermediate Similarity	0.7297	NPC477175
Intermediate Similarity	0.7296	NPC15573
Intermediate Similarity	0.7296	NPC183662
Intermediate Similarity	0.7296	NPC217372
Intermediate Similarity	0.7286	NPC21429
Intermediate Similarity	0.7286	NPC472064
Intermediate Similarity	0.7286	NPC472294
Intermediate Similarity	0.7282	NPC469938
Intermediate Similarity	0.7277	NPC320968
Intermediate Similarity	0.7273	NPC113626
Intermediate Similarity	0.7268	NPC472293
Intermediate Similarity	0.7259	NPC133261
Intermediate Similarity	0.7252	NPC33949
Intermediate Similarity	0.7251	NPC244741
Intermediate Similarity	0.725	NPC472107
Intermediate Similarity	0.725	NPC79062
Intermediate Similarity	0.7246	NPC472297
Intermediate Similarity	0.7246	NPC472296
Intermediate Similarity	0.7245	NPC472122
Intermediate Similarity	0.7245	NPC24594
Intermediate Similarity	0.724	NPC319232
Intermediate Similarity	0.724	NPC214142
Intermediate Similarity	0.724	NPC24370
Intermediate Similarity	0.7236	NPC143533
Intermediate Similarity	0.7236	NPC159125
Intermediate Similarity	0.7232	NPC165743
Intermediate Similarity	0.7228	NPC111602
Intermediate Similarity	0.7228	NPC196251
Intermediate Similarity	0.7228	NPC102338
Intermediate Similarity	0.7228	NPC63199
Intermediate Similarity	0.7222	NPC187827
Intermediate Similarity	0.7222	NPC469896
Intermediate Similarity	0.7222	NPC322064
Intermediate Similarity	0.7222	NPC470731
Intermediate Similarity	0.7222	NPC472105
Intermediate Similarity	0.722	NPC326363
Intermediate Similarity	0.722	NPC95240
Intermediate Similarity	0.7212	NPC254240
Intermediate Similarity	0.7212	NPC312870
Intermediate Similarity	0.7212	NPC128265
Intermediate Similarity	0.7212	NPC294909
Intermediate Similarity	0.7212	NPC199851
Intermediate Similarity	0.7209	NPC472291
Intermediate Similarity	0.7209	NPC54744
Intermediate Similarity	0.7208	NPC157583
Intermediate Similarity	0.7208	NPC326575
Intermediate Similarity	0.7207	NPC261251
Intermediate Similarity	0.7206	NPC472292
Intermediate Similarity	0.7206	NPC216550
Intermediate Similarity	0.7194	NPC329688
Intermediate Similarity	0.7194	NPC189812
Intermediate Similarity	0.719	NPC317701
Intermediate Similarity	0.7189	NPC312645
Intermediate Similarity	0.7188	NPC271797
Intermediate Similarity	0.7188	NPC21174
Intermediate Similarity	0.7184	NPC102592
Intermediate Similarity	0.7184	NPC79356
Intermediate Similarity	0.7175	NPC100547
Intermediate Similarity	0.7172	NPC11126
Intermediate Similarity	0.717	NPC323927
Intermediate Similarity	0.717	NPC477065
Intermediate Similarity	0.7165	NPC317430
Intermediate Similarity	0.7163	NPC293917
Intermediate Similarity	0.7163	NPC75726
Intermediate Similarity	0.7163	NPC110602
Intermediate Similarity	0.7163	NPC31385
Intermediate Similarity	0.7156	NPC473376
Intermediate Similarity	0.7156	NPC321592
Intermediate Similarity	0.7156	NPC54803
Intermediate Similarity	0.715	NPC234999
Intermediate Similarity	0.7143	NPC472062
Intermediate Similarity	0.7143	NPC322135
Intermediate Similarity	0.7143	NPC473666
Intermediate Similarity	0.7143	NPC472063
Intermediate Similarity	0.7143	NPC472069
Intermediate Similarity	0.7143	NPC223409
Intermediate Similarity	0.7143	NPC472846
Intermediate Similarity	0.7137	NPC477549
Intermediate Similarity	0.7137	NPC478028
Intermediate Similarity	0.7137	NPC14812
Intermediate Similarity	0.7136	NPC289299
Intermediate Similarity	0.7136	NPC57994
Intermediate Similarity	0.713	NPC34580
Intermediate Similarity	0.713	NPC124920
Intermediate Similarity	0.713	NPC118559
Intermediate Similarity	0.713	NPC304307
Intermediate Similarity	0.713	NPC89508
Intermediate Similarity	0.7124	NPC284888
Intermediate Similarity	0.7123	NPC52254
Intermediate Similarity	0.7118	NPC472207
Intermediate Similarity	0.7114	NPC470003
Intermediate Similarity	0.7111	NPC474877
Intermediate Similarity	0.7111	NPC14288
Intermediate Similarity	0.7108	NPC469501
Intermediate Similarity	0.7108	NPC469470
Intermediate Similarity	0.7104	NPC155444
Intermediate Similarity	0.7103	NPC477548
Intermediate Similarity	0.7094	NPC17059

Drug Structure

NPD8114 OpenBabel08211713002D 61 64 0 0 1 0 0 0 0 0999 V2000 6.5622 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4904 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4904 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.7583 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.2942 -5.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.9641 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8301 -5.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.4282 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -6.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.9904 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.9904 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.9904 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.9904 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.9904 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.4904 -2.3660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 38 1 0 0 0 0 2 38 1 0 0 0 0 3 38 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 8 1 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 9 10 2 0 0 0 0 9 13 1 0 0 0 0 10 16 1 0 0 0 0 11 24 2 0 0 0 0 12 24 1 0 0 0 0 13 25 2 0 0 0 0 16 28 2 0 0 0 0 17 18 2 0 0 0 0 17 25 1 0 0 0 0 18 29 1 0 0 0 0 19 24 1 0 0 0 0 20 26 1 0 0 0 0 20 32 1 0 0 0 0 21 34 1 0 0 0 0 22 27 1 0 0 0 0 22 44 1 0 0 0 0 23 44 1 0 0 0 0 25 28 1 0 0 0 0 26 14 1 1 0 0 0 26 27 1 0 0 0 0 27 15 1 1 0 0 0 28 40 1 0 0 0 0 29 35 1 0 0 0 0 29 40 2 0 0 0 0 30 19 1 1 0 0 0 30 33 1 0 0 0 0 30 41 1 0 0 0 0 31 21 1 6 0 0 0 31 36 1 0 0 0 0 31 42 1 0 0 0 0 32 37 1 1 0 0 0 32 44 1 0 0 0 0 33 23 1 6 0 0 0 33 45 1 0 0 0 0 34 39 2 0 0 0 0 34 46 1 0 0 0 0 35 42 1 0 0 0 0 35 47 2 0 0 0 0 36 41 2 3 0 0 0 36 48 1 0 0 0 0 37 43 2 3 0 0 0 37 49 1 0 0 0 0 38 43 1 0 0 0 0 39 55 1 0 0 0 0 42 56 1 0 0 0 0 45 57 1 0 0 0 0 46 58 1 0 0 0 0 48 59 1 0 0 0 0 49 60 1 0 0 0 0 50 54 1 0 0 0 0 51 54 1 0 0 0 0 51 61 1 0 0 0 0 52 54 2 0 0 0 0 53 54 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	670.38
ALogP	-1.1212
MLogP	4.43
XLogP	8.273
HDA	11
HBD	6
Rotatable Bonds	21
TPSA	174.72
RO5 Violation	4