NPASS drugs

Drug Information

Drug ID:	NPD8021
Drug Name:	Indinavir
Molecular Formula:	C36H47N5O4
Canonical SMILES:	O[C@H](CN1CCN(C[C@H]1C(=NC(C)(C)C)O)Cc1cccnc1)C[C@H](C(=N[C@@H]1[C@H](O)Cc2c1cccc2)O)Cc1ccccc1
Standard InCHI:	InChI=1S/C36H47N5O4/c1-36(2,3)39-35(45)31-24-40(22-26-12-9-15-37-21-26)16-17-41(31)23-29(42)19-28(18-25-10-5-4-6-11-25)34(44)38-33-30-14-8-7-13-27(30)20-32(33)43/h4-15,21,28-29,31-33,42-43H,16-20,22-24H2,1-3H3,(H,38,44)(H,39,45)/t28-,29+,31+,32-,33+/m1/s1
Standard InCHIKey:	CBVCZFGXHXORBI-PXQQMZJSSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8021

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	250
0.1-0.2	1248
0.2-0.3	6535
0.3-0.4	16049
0.4-0.5	3614
0.5-0.6	2042
0.6-0.7	1056
0.7-0.8	96
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	0.7747	NPC150048
Intermediate Similarity	0.7747	NPC203754
Intermediate Similarity	0.7709	NPC98187
Intermediate Similarity	0.7609	NPC326575
Intermediate Similarity	0.7598	NPC474217
Intermediate Similarity	0.7593	NPC75179
Intermediate Similarity	0.7579	NPC95783
Intermediate Similarity	0.7568	NPC133261
Intermediate Similarity	0.7554	NPC472122
Intermediate Similarity	0.7554	NPC24594
Intermediate Similarity	0.7542	NPC71079
Intermediate Similarity	0.75	NPC78375
Intermediate Similarity	0.75	NPC476446
Intermediate Similarity	0.75	NPC469813
Intermediate Similarity	0.746	NPC62510
Intermediate Similarity	0.7459	NPC471178
Intermediate Similarity	0.7459	NPC477975
Intermediate Similarity	0.7448	NPC473763
Intermediate Similarity	0.7448	NPC117244
Intermediate Similarity	0.7433	NPC472105
Intermediate Similarity	0.7433	NPC187827
Intermediate Similarity	0.7418	NPC278366
Intermediate Similarity	0.7418	NPC127730
Intermediate Similarity	0.7363	NPC85918
Intermediate Similarity	0.7354	NPC472110
Intermediate Similarity	0.7354	NPC472109
Intermediate Similarity	0.7351	NPC314603
Intermediate Similarity	0.7348	NPC471177
Intermediate Similarity	0.7348	NPC124542
Intermediate Similarity	0.7348	NPC59779
Intermediate Similarity	0.7312	NPC469938
Intermediate Similarity	0.7263	NPC139291
Intermediate Similarity	0.7263	NPC472108
Intermediate Similarity	0.7258	NPC472123
Intermediate Similarity	0.725	NPC155143
Intermediate Similarity	0.7249	NPC15840
Intermediate Similarity	0.7246	NPC251936
Intermediate Similarity	0.7229	NPC471313
Intermediate Similarity	0.7229	NPC471311
Intermediate Similarity	0.7228	NPC160105
Intermediate Similarity	0.7222	NPC265576
Intermediate Similarity	0.7216	NPC3715
Intermediate Similarity	0.7213	NPC97367
Intermediate Similarity	0.72	NPC475506
Intermediate Similarity	0.7189	NPC317430
Intermediate Similarity	0.7173	NPC19679
Intermediate Similarity	0.7164	NPC328596
Intermediate Similarity	0.7164	NPC328318
Intermediate Similarity	0.7164	NPC193761
Intermediate Similarity	0.716	NPC324611
Intermediate Similarity	0.7157	NPC314957
Intermediate Similarity	0.715	NPC476492
Intermediate Similarity	0.7136	NPC473640
Intermediate Similarity	0.712	NPC233936
Intermediate Similarity	0.7113	NPC472323
Intermediate Similarity	0.7108	NPC473362
Intermediate Similarity	0.7108	NPC323927
Intermediate Similarity	0.7108	NPC166492
Intermediate Similarity	0.7107	NPC329541
Intermediate Similarity	0.7101	NPC75634
Intermediate Similarity	0.71	NPC100321
Intermediate Similarity	0.7098	NPC15102
Intermediate Similarity	0.7097	NPC63751
Intermediate Similarity	0.7095	NPC281049
Intermediate Similarity	0.7088	NPC129721
Intermediate Similarity	0.7087	NPC475422
Intermediate Similarity	0.7075	NPC471506
Intermediate Similarity	0.7073	NPC87755
Intermediate Similarity	0.7068	NPC471997
Intermediate Similarity	0.7067	NPC475602
Intermediate Similarity	0.7062	NPC474707
Intermediate Similarity	0.7059	NPC475288
Intermediate Similarity	0.7053	NPC68354
Intermediate Similarity	0.7053	NPC151939
Intermediate Similarity	0.7047	NPC472294
Intermediate Similarity	0.7043	NPC474561
Intermediate Similarity	0.7043	NPC49954
Intermediate Similarity	0.7039	NPC162860
Intermediate Similarity	0.7037	NPC329688
Intermediate Similarity	0.7037	NPC189812
Intermediate Similarity	0.7033	NPC478157
Intermediate Similarity	0.7027	NPC311276
Intermediate Similarity	0.7021	NPC158129
Intermediate Similarity	0.702	NPC474177
Intermediate Similarity	0.7011	NPC255229
Intermediate Similarity	0.7011	NPC81229
Intermediate Similarity	0.701	NPC264166
Intermediate Similarity	0.701	NPC47059
Intermediate Similarity	0.701	NPC118832
Intermediate Similarity	0.701	NPC165349
Intermediate Similarity	0.701	NPC289086
Intermediate Similarity	0.701	NPC329708
Intermediate Similarity	0.701	NPC274291
Intermediate Similarity	0.7006	NPC471323
Intermediate Similarity	0.7005	NPC201700
Intermediate Similarity	0.7	NPC229332
Remote Similarity	0.6995	NPC48938
Remote Similarity	0.6995	NPC476874
Remote Similarity	0.6995	NPC472104
Remote Similarity	0.699	NPC173028
Remote Similarity	0.699	NPC65215
Remote Similarity	0.699	NPC213629
Remote Similarity	0.6986	NPC317752
Remote Similarity	0.6984	NPC477976
Remote Similarity	0.6983	NPC477974
Remote Similarity	0.6979	NPC300688
Remote Similarity	0.6976	NPC317373
Remote Similarity	0.6974	NPC94752
Remote Similarity	0.6966	NPC86288
Remote Similarity	0.6963	NPC59269
Remote Similarity	0.6957	NPC223791
Remote Similarity	0.6957	NPC478158
Remote Similarity	0.6957	NPC107077
Remote Similarity	0.6952	NPC250835
Remote Similarity	0.6952	NPC54988
Remote Similarity	0.6947	NPC275305
Remote Similarity	0.6947	NPC37423
Remote Similarity	0.6942	NPC54420
Remote Similarity	0.6939	NPC204565
Remote Similarity	0.6938	NPC318299
Remote Similarity	0.6935	NPC473057
Remote Similarity	0.6931	NPC50997
Remote Similarity	0.6931	NPC160127
Remote Similarity	0.6927	NPC327592
Remote Similarity	0.6923	NPC5145
Remote Similarity	0.6923	NPC472107
Remote Similarity	0.6923	NPC79062
Remote Similarity	0.6906	NPC40070
Remote Similarity	0.6902	NPC469762
Remote Similarity	0.6902	NPC138018
Remote Similarity	0.6901	NPC69914
Remote Similarity	0.69	NPC133366
Remote Similarity	0.6897	NPC470497
Remote Similarity	0.6882	NPC282231
Remote Similarity	0.6881	NPC149708
Remote Similarity	0.6872	NPC258480
Remote Similarity	0.6872	NPC207851
Remote Similarity	0.6869	NPC469501
Remote Similarity	0.6869	NPC469470
Remote Similarity	0.6866	NPC214980
Remote Similarity	0.6865	NPC84508
Remote Similarity	0.686	NPC256893
Remote Similarity	0.6857	NPC471312
Remote Similarity	0.6857	NPC476467
Remote Similarity	0.6854	NPC473310
Remote Similarity	0.6853	NPC317030
Remote Similarity	0.6852	NPC64216
Remote Similarity	0.6848	NPC469785
Remote Similarity	0.6847	NPC287437
Remote Similarity	0.6845	NPC476322
Remote Similarity	0.6845	NPC40779
Remote Similarity	0.6845	NPC194640
Remote Similarity	0.6845	NPC470500
Remote Similarity	0.6842	NPC476131
Remote Similarity	0.684	NPC477110
Remote Similarity	0.6835	NPC6215
Remote Similarity	0.6831	NPC138842
Remote Similarity	0.6828	NPC279918
Remote Similarity	0.6826	NPC329825
Remote Similarity	0.6823	NPC134586
Remote Similarity	0.6822	NPC472555
Remote Similarity	0.6818	NPC475969
Remote Similarity	0.6818	NPC475859
Remote Similarity	0.6814	NPC195461
Remote Similarity	0.6814	NPC81654
Remote Similarity	0.6814	NPC249040
Remote Similarity	0.6814	NPC249150
Remote Similarity	0.6814	NPC49196
Remote Similarity	0.6814	NPC313985
Remote Similarity	0.6814	NPC79129
Remote Similarity	0.6812	NPC472111
Remote Similarity	0.681	NPC320968
Remote Similarity	0.6808	NPC206343
Remote Similarity	0.6808	NPC477908
Remote Similarity	0.6804	NPC33949
Remote Similarity	0.6802	NPC478077
Remote Similarity	0.6802	NPC66210
Remote Similarity	0.6798	NPC50503
Remote Similarity	0.6798	NPC102008
Remote Similarity	0.6798	NPC212213
Remote Similarity	0.6798	NPC171317
Remote Similarity	0.6794	NPC469589
Remote Similarity	0.6793	NPC70922
Remote Similarity	0.6793	NPC80597
Remote Similarity	0.6793	NPC211572
Remote Similarity	0.6793	NPC75540
Remote Similarity	0.6793	NPC212376
Remote Similarity	0.6789	NPC319232
Remote Similarity	0.6789	NPC24370
Remote Similarity	0.6789	NPC194411
Remote Similarity	0.6788	NPC211997
Remote Similarity	0.6779	NPC475835
Remote Similarity	0.6777	NPC112206
Remote Similarity	0.6777	NPC292517
Remote Similarity	0.6777	NPC202605
Remote Similarity	0.6776	NPC294579
Remote Similarity	0.6776	NPC144779
Remote Similarity	0.6774	NPC230869
Remote Similarity	0.6773	NPC470730
Remote Similarity	0.6773	NPC477175

Drug Structure

NPD8021 OpenBabel08211712032D 49 53 0 0 1 0 0 0 0 0999 V2000 5.6962 -5.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6962 -5.8660 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 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7226 2.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2556 2.6887 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 0.8660 -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 8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3917 2.1535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5646 1.7377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 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 9.5263 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 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 6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 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 -1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 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 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1215 -1.3849 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0725 -1.6939 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 3.4641 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 36 1 0 0 0 0 2 36 1 0 0 0 0 3 36 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 12 2 0 0 0 0 9 15 1 0 0 0 0 10 25 2 0 0 0 0 11 25 1 0 0 0 0 12 26 1 0 0 0 0 13 27 2 0 0 0 0 14 30 2 0 0 0 0 15 37 2 0 0 0 0 16 17 1 0 0 0 0 16 40 1 0 0 0 0 17 41 1 0 0 0 0 18 25 1 0 0 0 0 19 28 1 0 0 0 0 20 27 1 0 0 0 0 20 32 1 0 0 0 0 21 26 2 0 0 0 0 21 37 1 0 0 0 0 22 26 1 0 0 0 0 22 40 1 0 0 0 0 23 29 1 0 0 0 0 23 41 1 0 0 0 0 24 31 1 0 0 0 0 24 40 1 0 0 0 0 27 30 1 0 0 0 0 28 18 1 1 0 0 0 28 34 1 0 0 0 0 29 19 1 6 0 0 0 29 42 1 0 0 0 0 30 33 1 0 0 0 0 31 35 1 1 0 0 0 31 41 1 0 0 0 0 32 33 1 0 0 0 0 32 43 1 6 0 0 0 33 38 1 6 0 0 0 34 38 2 3 0 0 0 34 44 1 0 0 0 0 35 39 2 3 0 0 0 35 45 1 0 0 0 0 36 39 1 0 0 0 0 42 46 1 0 0 0 0 43 47 1 0 0 0 0 44 48 1 0 0 0 0 45 49 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000168
DrugBank	DB00224
ChEMBL	CHEMBL115
IUPHAR/BPS
PharmaGKB	PA449977
KEGG Drug
PubChem CID	5362440
ChEBI	44032
CAS Number	150378-17-9

Drug Properties

Molecular Weight	613.36
ALogP	0.1083
MLogP	4.43
XLogP	6.716
HDA	9
HBD	4
Rotatable Bonds	19
TPSA	125.01
RO5 Violation	2