NPASS drugs

Drug Information

Drug ID:	NPD8408
Drug Name:	protease inhibitors, Abbott
Molecular Formula:	C44H58N8O6
Canonical SMILES:	O[C@H]([C@@H]([C@@H](N=C([C@H](C(C)C)N=C(N(Cc1ccccn1)C)O)O)Cc1ccccc1)O)[C@@H](N=C([C@H](C(C)C)N=C(N(Cc1ccccn1)C)O)O)Cc1ccccc1
Standard InCHI:	InChI=1S/C44H58N8O6/c1-29(2)37(49-43(57)51(5)27-33-21-13-15-23-45-33)41(55)47-35(25-31-17-9-7-10-18-31)39(53)40(54)36(26-32-19-11-8-12-20-32)48-42(56)38(30(3)4)50-44(58)52(6)28-34-22-14-16-24-46-34/h7-24,29-30,35-40,53-54H,25-28H2,1-6H3,(H,47,55)(H,48,56)(H,49,57)(H,50,58)/t35-,36-,37-,38-,39-,40+/m0/s1
Standard InCHIKey:	QPVWMQXBTCSLCB-BYAJYZPISA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8408

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	1275
0.2-0.3	8380
0.3-0.4	15120
0.4-0.5	2910
0.5-0.6	1748
0.6-0.7	1104
0.7-0.8	125
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	0.7865	NPC203754
Intermediate Similarity	0.7865	NPC150048
Intermediate Similarity	0.7816	NPC476446
Intermediate Similarity	0.7816	NPC78375
Intermediate Similarity	0.7816	NPC469813
Intermediate Similarity	0.7778	NPC133261
Intermediate Similarity	0.7722	NPC326575
Intermediate Similarity	0.7667	NPC472122
Intermediate Similarity	0.7667	NPC24594
Intermediate Similarity	0.7614	NPC474217
Intermediate Similarity	0.7611	NPC469938
Intermediate Similarity	0.7557	NPC71079
Intermediate Similarity	0.7541	NPC472105
Intermediate Similarity	0.7541	NPC187827
Intermediate Similarity	0.746	NPC117244
Intermediate Similarity	0.746	NPC473763
Intermediate Similarity	0.7459	NPC314603
Intermediate Similarity	0.7459	NPC472110
Intermediate Similarity	0.7459	NPC472109
Intermediate Similarity	0.743	NPC127730
Intermediate Similarity	0.743	NPC278366
Intermediate Similarity	0.738	NPC62510
Intermediate Similarity	0.7378	NPC256893
Intermediate Similarity	0.7374	NPC477975
Intermediate Similarity	0.7374	NPC85918
Intermediate Similarity	0.7366	NPC472108
Intermediate Similarity	0.7366	NPC139291
Intermediate Similarity	0.7363	NPC472123
Intermediate Similarity	0.7351	NPC15840
Intermediate Similarity	0.7346	NPC471313
Intermediate Similarity	0.7346	NPC471311
Intermediate Similarity	0.7333	NPC160105
Intermediate Similarity	0.732	NPC265576
Intermediate Similarity	0.7318	NPC40779
Intermediate Similarity	0.7316	NPC95783
Intermediate Similarity	0.7296	NPC475506
Intermediate Similarity	0.7286	NPC323927
Intermediate Similarity	0.7263	NPC471177
Intermediate Similarity	0.7263	NPC124542
Intermediate Similarity	0.7263	NPC59779
Intermediate Similarity	0.7259	NPC193761
Intermediate Similarity	0.7259	NPC155143
Intermediate Similarity	0.725	NPC314957
Intermediate Similarity	0.7243	NPC59269
Intermediate Similarity	0.7231	NPC473640
Intermediate Similarity	0.7228	NPC320968
Intermediate Similarity	0.7222	NPC311276
Intermediate Similarity	0.7212	NPC69914
Intermediate Similarity	0.7211	NPC472323
Intermediate Similarity	0.72	NPC40070
Intermediate Similarity	0.7198	NPC201700
Intermediate Similarity	0.7198	NPC63751
Intermediate Similarity	0.7192	NPC75634
Intermediate Similarity	0.7191	NPC469762
Intermediate Similarity	0.7191	NPC129721
Intermediate Similarity	0.7184	NPC281049
Intermediate Similarity	0.7182	NPC471178
Intermediate Similarity	0.7177	NPC64216
Intermediate Similarity	0.7174	NPC477976
Intermediate Similarity	0.7172	NPC476874
Intermediate Similarity	0.7172	NPC328596
Intermediate Similarity	0.7172	NPC328318
Intermediate Similarity	0.7169	NPC324611
Intermediate Similarity	0.7166	NPC300688
Intermediate Similarity	0.716	NPC476322
Intermediate Similarity	0.716	NPC314102
Intermediate Similarity	0.716	NPC251722
Intermediate Similarity	0.7158	NPC94752
Intermediate Similarity	0.7156	NPC476492
Intermediate Similarity	0.7152	NPC476131
Intermediate Similarity	0.7151	NPC151939
Intermediate Similarity	0.715	NPC475288
Intermediate Similarity	0.7143	NPC49954
Intermediate Similarity	0.7143	NPC474561
Intermediate Similarity	0.7143	NPC472294
Intermediate Similarity	0.7135	NPC469785
Intermediate Similarity	0.7129	NPC162860
Intermediate Similarity	0.7111	NPC255229
Intermediate Similarity	0.7111	NPC81229
Intermediate Similarity	0.7107	NPC313421
Intermediate Similarity	0.7107	NPC100321
Intermediate Similarity	0.7104	NPC317430
Intermediate Similarity	0.71	NPC165349
Intermediate Similarity	0.71	NPC264166
Intermediate Similarity	0.71	NPC118832
Intermediate Similarity	0.71	NPC329708
Intermediate Similarity	0.71	NPC274291
Intermediate Similarity	0.71	NPC47059
Intermediate Similarity	0.709	NPC472104
Intermediate Similarity	0.709	NPC48938
Intermediate Similarity	0.7085	NPC182507
Intermediate Similarity	0.7079	NPC212376
Intermediate Similarity	0.7079	NPC75540
Intermediate Similarity	0.7079	NPC211572
Intermediate Similarity	0.7079	NPC70922
Intermediate Similarity	0.7079	NPC80597
Intermediate Similarity	0.7066	NPC471322
Intermediate Similarity	0.7059	NPC68354
Intermediate Similarity	0.7049	NPC54988
Intermediate Similarity	0.7049	NPC98187
Intermediate Similarity	0.7044	NPC223791
Intermediate Similarity	0.7044	NPC107077
Intermediate Similarity	0.7043	NPC189812
Intermediate Similarity	0.7043	NPC329688
Intermediate Similarity	0.7037	NPC233936
Intermediate Similarity	0.703	NPC473362
Intermediate Similarity	0.703	NPC166492
Intermediate Similarity	0.703	NPC54420
Intermediate Similarity	0.7022	NPC469763
Intermediate Similarity	0.7022	NPC73952
Intermediate Similarity	0.7022	NPC469760
Intermediate Similarity	0.7022	NPC469786
Intermediate Similarity	0.7022	NPC259644
Intermediate Similarity	0.7022	NPC469765
Intermediate Similarity	0.7022	NPC25008
Intermediate Similarity	0.7016	NPC79062
Intermediate Similarity	0.7016	NPC163421
Intermediate Similarity	0.7016	NPC188387
Intermediate Similarity	0.7016	NPC472107
Intermediate Similarity	0.7016	NPC15102
Intermediate Similarity	0.7015	NPC470500
Intermediate Similarity	0.701	NPC475422
Intermediate Similarity	0.7005	NPC251936
Intermediate Similarity	0.7005	NPC280852
Intermediate Similarity	0.7	NPC471506
Remote Similarity	0.6995	NPC87755
Remote Similarity	0.6995	NPC213629
Remote Similarity	0.699	NPC317752
Remote Similarity	0.6989	NPC470111
Remote Similarity	0.698	NPC317373
Remote Similarity	0.6979	NPC474707
Remote Similarity	0.6978	NPC282231
Remote Similarity	0.697	NPC149708
Remote Similarity	0.6966	NPC470233
Remote Similarity	0.6963	NPC258480
Remote Similarity	0.6961	NPC478158
Remote Similarity	0.6959	NPC471312
Remote Similarity	0.6959	NPC3715
Remote Similarity	0.6959	NPC469470
Remote Similarity	0.6959	NPC469501
Remote Similarity	0.6957	NPC478157
Remote Similarity	0.6952	NPC275305
Remote Similarity	0.6952	NPC37423
Remote Similarity	0.6944	NPC89987
Remote Similarity	0.6942	NPC318299
Remote Similarity	0.694	NPC194640
Remote Similarity	0.694	NPC97367
Remote Similarity	0.6939	NPC474177
Remote Similarity	0.6935	NPC50997
Remote Similarity	0.6935	NPC160127
Remote Similarity	0.6933	NPC329825
Remote Similarity	0.6931	NPC327592
Remote Similarity	0.6931	NPC314930
Remote Similarity	0.6931	NPC470505
Remote Similarity	0.6931	NPC214827
Remote Similarity	0.6928	NPC278451
Remote Similarity	0.6927	NPC5145
Remote Similarity	0.6923	NPC279918
Remote Similarity	0.6923	NPC471192
Remote Similarity	0.692	NPC471564
Remote Similarity	0.6911	NPC19679
Remote Similarity	0.6908	NPC54744
Remote Similarity	0.6907	NPC173028
Remote Similarity	0.6907	NPC65215
Remote Similarity	0.69	NPC470497
Remote Similarity	0.6897	NPC238457
Remote Similarity	0.6895	NPC471997
Remote Similarity	0.6895	NPC24864
Remote Similarity	0.6893	NPC477974
Remote Similarity	0.6891	NPC66210
Remote Similarity	0.689	NPC290094
Remote Similarity	0.6884	NPC171317
Remote Similarity	0.6884	NPC212213
Remote Similarity	0.6879	NPC316811
Remote Similarity	0.6879	NPC32002
Remote Similarity	0.6879	NPC315348
Remote Similarity	0.6875	NPC207851
Remote Similarity	0.6875	NPC250835
Remote Similarity	0.6869	NPC214980
Remote Similarity	0.6868	NPC84508
Remote Similarity	0.686	NPC31385
Remote Similarity	0.686	NPC75726
Remote Similarity	0.686	NPC6865
Remote Similarity	0.686	NPC153980
Remote Similarity	0.686	NPC110602
Remote Similarity	0.6857	NPC20144
Remote Similarity	0.6856	NPC204565
Remote Similarity	0.6848	NPC478182
Remote Similarity	0.6847	NPC473376
Remote Similarity	0.6845	NPC290689
Remote Similarity	0.6845	NPC158129
Remote Similarity	0.6845	NPC475090
Remote Similarity	0.6845	NPC329896
Remote Similarity	0.6845	NPC475105
Remote Similarity	0.6845	NPC470498
Remote Similarity	0.6842	NPC215795
Remote Similarity	0.6842	NPC176199
Remote Similarity	0.684	NPC473317
Remote Similarity	0.6837	NPC186351
Remote Similarity	0.6832	NPC143977

Drug Structure

NPD8408 OpenBabel08211713022D 64 67 0 0 1 0 0 0 0 0999 V2000 12.1244 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -5.0000 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 -2.0000 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 12.1244 1.0000 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 12.1244 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.4545 -1.5000 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 17.3205 -2.0000 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 11.2583 -0.5000 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 7.7942 1.5000 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 15.5885 -2.0000 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 17.3205 -3.0000 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 9.5263 -0.5000 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 14.7224 -3.5000 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 11.2583 -4.5000 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 10.3923 0.0000 0.0000 C 0 0 0 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 15.5885 -3.0000 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 9.5263 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.7942 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.2583 -3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10.3923 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -3.5000 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 16.4545 -3.5000 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 10.3923 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 -5.0000 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 1 29 1 0 0 0 0 2 29 1 0 0 0 0 3 30 1 0 0 0 0 4 30 1 0 0 0 0 5 51 1 0 0 0 0 6 52 1 0 0 0 0 7 9 2 0 0 0 0 7 10 1 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 19 1 0 0 0 0 12 20 2 0 0 0 0 13 15 2 0 0 0 0 13 21 1 0 0 0 0 14 16 2 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 31 2 0 0 0 0 18 31 1 0 0 0 0 19 32 2 0 0 0 0 20 32 1 0 0 0 0 21 33 2 0 0 0 0 22 34 2 0 0 0 0 23 45 2 0 0 0 0 24 46 2 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 27 33 1 0 0 0 0 27 51 1 0 0 0 0 28 34 1 0 0 0 0 28 52 1 0 0 0 0 33 45 1 0 0 0 0 34 46 1 0 0 0 0 35 25 1 6 0 0 0 35 39 1 0 0 0 0 35 47 1 0 0 0 0 36 26 1 1 0 0 0 36 40 1 0 0 0 0 36 48 1 0 0 0 0 37 29 1 1 0 0 0 37 41 1 0 0 0 0 37 49 1 0 0 0 0 38 30 1 1 0 0 0 38 42 1 0 0 0 0 38 50 1 0 0 0 0 39 40 1 0 0 0 0 39 53 1 6 0 0 0 40 54 1 6 0 0 0 41 47 2 3 0 0 0 41 55 1 0 0 0 0 42 48 2 3 0 0 0 42 56 1 0 0 0 0 43 49 2 3 0 0 0 43 51 1 0 0 0 0 43 57 1 0 0 0 0 44 50 2 3 0 0 0 44 52 1 0 0 0 0 44 58 1 0 0 0 0 53 59 1 0 0 0 0 54 60 1 0 0 0 0 55 61 1 0 0 0 0 56 62 1 0 0 0 0 57 63 1 0 0 0 0 58 64 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003903
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	794.45
ALogP	-0.4744
MLogP	4.76
XLogP	10.808
HDA	14
HBD	6
Rotatable Bonds	33
TPSA	203.08
RO5 Violation	4