NPASS drugs

Drug Information

Drug ID:	NPD8088
Drug Name:	Trodusquemine
Molecular Formula:	C37H72N4O5S
Canonical SMILES:	NCCCNCCCCNCCCN[C@H]1CC[C@]2([C@H](C1)C[C@H]([C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CC[C@H](C(C)C)OS(=O)(=O)O)C)C)O)C
Standard InCHI:	InChI=1S/C37H72N4O5S/c1-26(2)34(46-47(43,44)45)13-10-27(3)30-11-12-31-35-32(15-17-37(30,31)5)36(4)16-14-29(24-28(36)25-33(35)42)41-23-9-22-40-20-7-6-19-39-21-8-18-38/h26-35,39-42H,6-25,38H2,1-5H3,(H,43,44,45)/t27-,28-,29+,30-,31+,32+,33-,34-,35+,36+,37-/m1/s1
Standard InCHIKey:	WUJVPODXELZABP-FWJXURDUSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8088

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	76
0.1-0.2	1606
0.2-0.3	15017
0.3-0.4	8121
0.4-0.5	4781
0.5-0.6	1120
0.6-0.7	153
0.7-0.8	10
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	5

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
High Similarity	1.0	NPC252564
High Similarity	0.989	NPC473537
High Similarity	0.9783	NPC475249
High Similarity	0.9677	NPC201712
High Similarity	0.9574	NPC475518
High Similarity	0.8911	NPC473994
Intermediate Similarity	0.7857	NPC475340
Intermediate Similarity	0.7798	NPC124358
Intermediate Similarity	0.7732	NPC21035
Intermediate Similarity	0.7474	NPC109533
Intermediate Similarity	0.7379	NPC174117
Intermediate Similarity	0.7379	NPC155985
Intermediate Similarity	0.7027	NPC8009
Intermediate Similarity	0.7027	NPC267217
Intermediate Similarity	0.7027	NPC83047
Intermediate Similarity	0.7027	NPC48127
Remote Similarity	0.6916	NPC292819
Remote Similarity	0.6893	NPC323156
Remote Similarity	0.6842	NPC139778
Remote Similarity	0.6838	NPC476955
Remote Similarity	0.6827	NPC312637
Remote Similarity	0.6796	NPC283751
Remote Similarity	0.6759	NPC474164
Remote Similarity	0.6702	NPC478103
Remote Similarity	0.6699	NPC320478
Remote Similarity	0.6667	NPC159390
Remote Similarity	0.6667	NPC247891
Remote Similarity	0.6667	NPC176012
Remote Similarity	0.6667	NPC476903
Remote Similarity	0.6667	NPC133995
Remote Similarity	0.6667	NPC159367
Remote Similarity	0.6638	NPC66862
Remote Similarity	0.6612	NPC470593
Remote Similarity	0.6612	NPC470594
Remote Similarity	0.6602	NPC323958
Remote Similarity	0.66	NPC192456
Remote Similarity	0.6579	NPC476756
Remote Similarity	0.6579	NPC244982
Remote Similarity	0.6571	NPC135005
Remote Similarity	0.6562	NPC478130
Remote Similarity	0.6552	NPC72753
Remote Similarity	0.6549	NPC470596
Remote Similarity	0.6514	NPC289140
Remote Similarity	0.6495	NPC477002
Remote Similarity	0.6486	NPC135799
Remote Similarity	0.6476	NPC317363
Remote Similarity	0.6441	NPC476498
Remote Similarity	0.6435	NPC46981
Remote Similarity	0.6429	NPC473916
Remote Similarity	0.6429	NPC477602
Remote Similarity	0.6429	NPC477601
Remote Similarity	0.6429	NPC25110
Remote Similarity	0.6413	NPC469970
Remote Similarity	0.6408	NPC175419
Remote Similarity	0.6396	NPC220111
Remote Similarity	0.6379	NPC470595
Remote Similarity	0.6374	NPC114891
Remote Similarity	0.6372	NPC470592
Remote Similarity	0.6356	NPC474459
Remote Similarity	0.6344	NPC142712
Remote Similarity	0.6341	NPC99905
Remote Similarity	0.6341	NPC96080
Remote Similarity	0.6341	NPC208118
Remote Similarity	0.6333	NPC476499
Remote Similarity	0.6325	NPC147835
Remote Similarity	0.6325	NPC253645
Remote Similarity	0.6325	NPC95920
Remote Similarity	0.6325	NPC85001
Remote Similarity	0.6316	NPC66407
Remote Similarity	0.6316	NPC124384
Remote Similarity	0.6316	NPC107919
Remote Similarity	0.6316	NPC241879
Remote Similarity	0.6311	NPC475887
Remote Similarity	0.6311	NPC323180
Remote Similarity	0.6304	NPC53276
Remote Similarity	0.6303	NPC474452
Remote Similarity	0.6293	NPC317534
Remote Similarity	0.6286	NPC321340
Remote Similarity	0.6286	NPC171698
Remote Similarity	0.6286	NPC270957
Remote Similarity	0.6286	NPC119633
Remote Similarity	0.6283	NPC118275
Remote Similarity	0.6281	NPC476502
Remote Similarity	0.6277	NPC473230
Remote Similarity	0.6277	NPC48079
Remote Similarity	0.6277	NPC475884
Remote Similarity	0.6271	NPC287764
Remote Similarity	0.6271	NPC472313
Remote Similarity	0.6264	NPC218585
Remote Similarity	0.6264	NPC148174
Remote Similarity	0.6264	NPC71460
Remote Similarity	0.625	NPC232925
Remote Similarity	0.625	NPC63588
Remote Similarity	0.625	NPC251201
Remote Similarity	0.625	NPC192192
Remote Similarity	0.6237	NPC477603
Remote Similarity	0.6237	NPC41577
Remote Similarity	0.6237	NPC473276
Remote Similarity	0.6237	NPC474380
Remote Similarity	0.6218	NPC79238
Remote Similarity	0.6211	NPC472741
Remote Similarity	0.6211	NPC271640
Remote Similarity	0.6207	NPC55462
Remote Similarity	0.6207	NPC477292
Remote Similarity	0.6204	NPC84171
Remote Similarity	0.6186	NPC252182
Remote Similarity	0.6186	NPC470071
Remote Similarity	0.6186	NPC109457
Remote Similarity	0.6186	NPC100586
Remote Similarity	0.6186	NPC187471
Remote Similarity	0.6186	NPC157422
Remote Similarity	0.6186	NPC1340
Remote Similarity	0.6186	NPC127094
Remote Similarity	0.617	NPC44122
Remote Similarity	0.6154	NPC246956
Remote Similarity	0.6154	NPC478053
Remote Similarity	0.6148	NPC165396
Remote Similarity	0.6146	NPC254037
Remote Similarity	0.6146	NPC299948
Remote Similarity	0.6146	NPC470830
Remote Similarity	0.6146	NPC129829
Remote Similarity	0.6146	NPC241085
Remote Similarity	0.6146	NPC477820
Remote Similarity	0.6146	NPC245223
Remote Similarity	0.6139	NPC329117
Remote Similarity	0.6134	NPC472359
Remote Similarity	0.6129	NPC281540
Remote Similarity	0.6129	NPC159654
Remote Similarity	0.6129	NPC167995
Remote Similarity	0.6129	NPC118937
Remote Similarity	0.6129	NPC69149
Remote Similarity	0.6122	NPC470610
Remote Similarity	0.6122	NPC473238
Remote Similarity	0.6122	NPC153719
Remote Similarity	0.6122	NPC472341
Remote Similarity	0.6105	NPC475172
Remote Similarity	0.6098	NPC221196
Remote Similarity	0.6098	NPC39485
Remote Similarity	0.6094	NPC237286
Remote Similarity	0.6087	NPC476755
Remote Similarity	0.6087	NPC471083
Remote Similarity	0.6082	NPC231945
Remote Similarity	0.6082	NPC282454
Remote Similarity	0.6068	NPC36497
Remote Similarity	0.6061	NPC262050
Remote Similarity	0.6061	NPC304499
Remote Similarity	0.6061	NPC48795
Remote Similarity	0.6058	NPC477599
Remote Similarity	0.6034	NPC474583
Remote Similarity	0.602	NPC195530
Remote Similarity	0.602	NPC473552
Remote Similarity	0.602	NPC157777
Remote Similarity	0.602	NPC323900
Remote Similarity	0.602	NPC477822
Remote Similarity	0.602	NPC477821
Remote Similarity	0.602	NPC324984
Remote Similarity	0.602	NPC473279
Remote Similarity	0.602	NPC131506
Remote Similarity	0.602	NPC477823
Remote Similarity	0.6018	NPC140300
Remote Similarity	0.6017	NPC25340
Remote Similarity	0.6016	NPC304646
Remote Similarity	0.6016	NPC28280
Remote Similarity	0.6	NPC158208
Remote Similarity	0.6	NPC243027
Remote Similarity	0.6	NPC196136
Remote Similarity	0.6	NPC476497
Remote Similarity	0.6	NPC478054
Remote Similarity	0.6	NPC317242
Remote Similarity	0.5984	NPC28224
Remote Similarity	0.5983	NPC475239
Remote Similarity	0.5983	NPC212874
Remote Similarity	0.5979	NPC99264
Remote Similarity	0.5965	NPC91604
Remote Similarity	0.596	NPC232112
Remote Similarity	0.5954	NPC476967
Remote Similarity	0.5948	NPC50815
Remote Similarity	0.5943	NPC320824
Remote Similarity	0.5941	NPC163597
Remote Similarity	0.5941	NPC4209
Remote Similarity	0.5938	NPC63190
Remote Similarity	0.5934	NPC476735
Remote Similarity	0.5923	NPC476501
Remote Similarity	0.5922	NPC220379
Remote Similarity	0.5918	NPC473442
Remote Similarity	0.5918	NPC120167
Remote Similarity	0.5906	NPC476504
Remote Similarity	0.5902	NPC56796
Remote Similarity	0.59	NPC10476
Remote Similarity	0.59	NPC192501
Remote Similarity	0.59	NPC477508
Remote Similarity	0.59	NPC228994
Remote Similarity	0.5897	NPC473254
Remote Similarity	0.5897	NPC98765
Remote Similarity	0.5891	NPC296686
Remote Similarity	0.5888	NPC75810
Remote Similarity	0.5882	NPC192046
Remote Similarity	0.5882	NPC185915
Remote Similarity	0.5882	NPC302578
Remote Similarity	0.5882	NPC128951

Drug Structure

NPD8088 OpenBabel08211713002D 54 57 0 0 1 0 0 0 0 0999 V2000 -1.6741 -6.3543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1741 -5.4883 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1741 -5.4883 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4477 -1.4434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0319 -4.0177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3679 7.0509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1110 6.3818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2974 10.3455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4873 3.4474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3259 -6.3543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3204 -4.5177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5283 -3.5396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8259 -7.2203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8635 0.5129 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2398 -2.4215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6556 -0.4652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0319 -3.3997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5053 11.3236 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5758 8.0291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9031 5.4037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0405 9.6764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7441 4.1165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2794 2.4692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8307 0.8730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9896 -0.4141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6741 -6.3543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8259 -5.4883 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0386 -0.1051 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1204 1.1820 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3259 -4.6222 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6623 -3.0396 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5033 -1.7524 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1975 -1.3923 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1741 -7.2203 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.4544 -2.0614 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.2954 -0.7743 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9192 -3.7087 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.2378 11.9928 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8326 8.6982 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9520 5.0946 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3283 2.1602 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6741 -9.0863 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6741 -8.0863 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6741 -7.0863 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6741 -8.0863 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6741 -8.0863 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0299 12.9709 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1889 11.6837 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1184 8.3892 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2089 5.7638 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4148 2.8293 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8081 -9.5863 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 26 1 0 0 0 0 4 36 1 0 0 0 0 5 37 1 0 0 0 0 6 7 1 0 0 0 0 6 19 1 0 0 0 0 7 20 1 0 0 0 0 8 18 1 0 0 0 0 8 21 1 0 0 0 0 9 22 1 0 0 0 0 9 23 1 0 0 0 0 10 13 1 0 0 0 0 10 27 1 0 0 0 0 11 12 1 0 0 0 0 11 30 1 0 0 0 0 12 31 1 0 0 0 0 14 16 1 0 0 0 0 14 29 1 0 0 0 0 15 17 1 0 0 0 0 15 32 1 0 0 0 0 16 36 1 0 0 0 0 17 37 1 0 0 0 0 18 38 1 0 0 0 0 19 39 1 0 0 0 0 20 40 1 0 0 0 0 21 39 1 0 0 0 0 22 40 1 0 0 0 0 23 41 1 0 0 0 0 24 28 1 0 0 0 0 24 29 1 0 0 0 0 25 28 1 0 0 0 0 25 33 1 0 0 0 0 26 34 1 0 0 0 0 27 3 1 1 0 0 0 27 30 1 0 0 0 0 28 36 1 6 0 0 0 29 41 1 6 0 0 0 30 37 1 6 0 0 0 31 35 1 0 0 0 0 31 37 1 6 0 0 0 32 35 1 0 0 0 0 32 36 1 6 0 0 0 33 35 1 0 0 0 0 33 42 1 1 0 0 0 34 13 1 1 0 0 0 34 46 1 0 0 0 0 38 48 1 0 0 0 0 38 49 1 0 0 0 0 39 50 1 0 0 0 0 40 51 1 0 0 0 0 41 52 1 0 0 0 0 42 53 1 0 0 0 0 43 47 1 0 0 0 0 43 54 1 0 0 0 0 44 47 2 0 0 0 0 45 47 2 0 0 0 0 46 47 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002575
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	684.52
ALogP	-2.5961
MLogP	4.43
XLogP	6.312
HDA	9
HBD	6
Rotatable Bonds	28
TPSA	154.32
RO5 Violation	3