NPASS drugs

Drug Information

Drug ID:	NPD8308
Drug Name:	CSA-13
Molecular Formula:	C41H80N4O3
Canonical SMILES:	NCCCO[C@H]1C[C@H]2[C@H]([C@H]3[C@@]1(C)[C@H](CC3)[C@@H](CCCNCCCCCCCC)C)[C@H](OCCCN)C[C@H]1[C@]2(C)CC[C@H](C1)OCCCN
Standard InCHI:	InChI=1S/C41H80N4O3/c1-5-6-7-8-9-10-23-45-24-11-15-31(2)34-16-17-35-39-36(30-38(41(34,35)4)48-27-14-22-44)40(3)19-18-33(46-25-12-20-42)28-32(40)29-37(39)47-26-13-21-43/h31-39,45H,5-30,42-44H2,1-4H3/t31-,32+,33-,34-,35+,36+,37-,38+,39+,40+,41-/m1/s1
Standard InCHIKey:	YDYLISNLJUDIGF-GXDYCHSMSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8308

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	75
0.1-0.2	1334
0.2-0.3	13943
0.3-0.4	8481
0.4-0.5	5035
0.5-0.6	1769
0.6-0.7	243
0.7-0.8	10
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	0.7732	NPC201712
Intermediate Similarity	0.7629	NPC252564
Intermediate Similarity	0.7526	NPC473537
Intermediate Similarity	0.75	NPC155985
Intermediate Similarity	0.7449	NPC475249
Intermediate Similarity	0.734	NPC323156
Intermediate Similarity	0.7312	NPC21035
Intermediate Similarity	0.73	NPC475518
Intermediate Similarity	0.7222	NPC109533
Intermediate Similarity	0.7143	NPC174117
Remote Similarity	0.6852	NPC79238
Remote Similarity	0.6822	NPC473994
Remote Similarity	0.6782	NPC252182
Remote Similarity	0.6782	NPC1340
Remote Similarity	0.6782	NPC187471
Remote Similarity	0.6782	NPC470071
Remote Similarity	0.6735	NPC84171
Remote Similarity	0.6697	NPC474459
Remote Similarity	0.6636	NPC8009
Remote Similarity	0.6636	NPC83047
Remote Similarity	0.6636	NPC124358
Remote Similarity	0.6636	NPC267217
Remote Similarity	0.6636	NPC474452
Remote Similarity	0.6636	NPC48127
Remote Similarity	0.663	NPC477287
Remote Similarity	0.6606	NPC472313
Remote Similarity	0.6606	NPC72753
Remote Similarity	0.6593	NPC212453
Remote Similarity	0.6593	NPC476233
Remote Similarity	0.6566	NPC312637
Remote Similarity	0.6556	NPC270306
Remote Similarity	0.6556	NPC231680
Remote Similarity	0.6556	NPC91387
Remote Similarity	0.6552	NPC129829
Remote Similarity	0.6552	NPC254037
Remote Similarity	0.6552	NPC477820
Remote Similarity	0.6552	NPC66407
Remote Similarity	0.6549	NPC39485
Remote Similarity	0.6549	NPC221196
Remote Similarity	0.6545	NPC66862
Remote Similarity	0.6522	NPC471769
Remote Similarity	0.6505	NPC474164
Remote Similarity	0.6495	NPC270957
Remote Similarity	0.6495	NPC119633
Remote Similarity	0.6495	NPC321340
Remote Similarity	0.6495	NPC171698
Remote Similarity	0.6489	NPC73515
Remote Similarity	0.6489	NPC192456
Remote Similarity	0.6484	NPC25110
Remote Similarity	0.6481	NPC317534
Remote Similarity	0.6477	NPC251201
Remote Similarity	0.6477	NPC232925
Remote Similarity	0.6477	NPC282454
Remote Similarity	0.6477	NPC63588
Remote Similarity	0.6477	NPC192192
Remote Similarity	0.6471	NPC469970
Remote Similarity	0.646	NPC476955
Remote Similarity	0.6455	NPC139778
Remote Similarity	0.6452	NPC476176
Remote Similarity	0.6452	NPC220379
Remote Similarity	0.6444	NPC272359
Remote Similarity	0.6435	NPC475340
Remote Similarity	0.6429	NPC114891
Remote Similarity	0.6421	NPC477284
Remote Similarity	0.6415	NPC176012
Remote Similarity	0.6413	NPC474574
Remote Similarity	0.6413	NPC11907
Remote Similarity	0.6413	NPC64081
Remote Similarity	0.6413	NPC133596
Remote Similarity	0.6404	NPC477821
Remote Similarity	0.6404	NPC195530
Remote Similarity	0.6404	NPC473552
Remote Similarity	0.6404	NPC100586
Remote Similarity	0.6404	NPC324984
Remote Similarity	0.6404	NPC477823
Remote Similarity	0.6404	NPC477822
Remote Similarity	0.6404	NPC157422
Remote Similarity	0.6404	NPC127094
Remote Similarity	0.6404	NPC323900
Remote Similarity	0.6404	NPC109457
Remote Similarity	0.6404	NPC473279
Remote Similarity	0.6395	NPC142712
Remote Similarity	0.6392	NPC75810
Remote Similarity	0.6389	NPC86906
Remote Similarity	0.6383	NPC16449
Remote Similarity	0.6381	NPC135799
Remote Similarity	0.6379	NPC470594
Remote Similarity	0.6379	NPC470593
Remote Similarity	0.6374	NPC186851
Remote Similarity	0.6364	NPC85001
Remote Similarity	0.6364	NPC147835
Remote Similarity	0.6364	NPC253645
Remote Similarity	0.6364	NPC95920
Remote Similarity	0.6354	NPC473742
Remote Similarity	0.6353	NPC53276
Remote Similarity	0.6346	NPC292819
Remote Similarity	0.6333	NPC470610
Remote Similarity	0.6333	NPC472341
Remote Similarity	0.6333	NPC153719
Remote Similarity	0.6333	NPC473238
Remote Similarity	0.6322	NPC48079
Remote Similarity	0.6322	NPC475884
Remote Similarity	0.6322	NPC473230
Remote Similarity	0.6316	NPC476502
Remote Similarity	0.6316	NPC190940
Remote Similarity	0.631	NPC148174
Remote Similarity	0.631	NPC218585
Remote Similarity	0.631	NPC71460
Remote Similarity	0.6289	NPC175419
Remote Similarity	0.6283	NPC28224
Remote Similarity	0.6279	NPC41577
Remote Similarity	0.6279	NPC473276
Remote Similarity	0.6279	NPC474380
Remote Similarity	0.6279	NPC477603
Remote Similarity	0.6277	NPC81074
Remote Similarity	0.6277	NPC477282
Remote Similarity	0.6271	NPC478138
Remote Similarity	0.6264	NPC192501
Remote Similarity	0.6264	NPC304499
Remote Similarity	0.6264	NPC228994
Remote Similarity	0.6264	NPC48795
Remote Similarity	0.6264	NPC477508
Remote Similarity	0.6264	NPC10476
Remote Similarity	0.625	NPC34977
Remote Similarity	0.625	NPC470611
Remote Similarity	0.625	NPC289140
Remote Similarity	0.625	NPC246399
Remote Similarity	0.625	NPC237286
Remote Similarity	0.625	NPC286719
Remote Similarity	0.625	NPC296734
Remote Similarity	0.625	NPC472741
Remote Similarity	0.625	NPC477286
Remote Similarity	0.625	NPC271640
Remote Similarity	0.6239	NPC233256
Remote Similarity	0.6239	NPC195841
Remote Similarity	0.6238	NPC159390
Remote Similarity	0.6238	NPC247891
Remote Similarity	0.6238	NPC133995
Remote Similarity	0.6222	NPC131506
Remote Similarity	0.6222	NPC127283
Remote Similarity	0.6222	NPC157777
Remote Similarity	0.6222	NPC8004
Remote Similarity	0.6211	NPC7479
Remote Similarity	0.6211	NPC248944
Remote Similarity	0.6211	NPC257296
Remote Similarity	0.621	NPC262050
Remote Similarity	0.6207	NPC44122
Remote Similarity	0.6196	NPC243027
Remote Similarity	0.6196	NPC158208
Remote Similarity	0.6196	NPC196136
Remote Similarity	0.6196	NPC478105
Remote Similarity	0.6196	NPC317242
Remote Similarity	0.6186	NPC323180
Remote Similarity	0.6186	NPC111582
Remote Similarity	0.6186	NPC246956
Remote Similarity	0.6186	NPC477285
Remote Similarity	0.618	NPC107919
Remote Similarity	0.618	NPC241085
Remote Similarity	0.618	NPC470830
Remote Similarity	0.618	NPC299948
Remote Similarity	0.6174	NPC165396
Remote Similarity	0.6174	NPC28280
Remote Similarity	0.6174	NPC304646
Remote Similarity	0.617	NPC471045
Remote Similarity	0.6167	NPC296686
Remote Similarity	0.6163	NPC167995
Remote Similarity	0.6163	NPC159654
Remote Similarity	0.6163	NPC69149
Remote Similarity	0.6163	NPC281540
Remote Similarity	0.6163	NPC118937
Remote Similarity	0.6162	NPC477283
Remote Similarity	0.6162	NPC155531
Remote Similarity	0.6162	NPC215968
Remote Similarity	0.6139	NPC135005
Remote Similarity	0.6136	NPC475172
Remote Similarity	0.6132	NPC220111
Remote Similarity	0.6129	NPC470145
Remote Similarity	0.6129	NPC163597
Remote Similarity	0.6129	NPC477602
Remote Similarity	0.6129	NPC473916
Remote Similarity	0.6129	NPC477601
Remote Similarity	0.6126	NPC159367
Remote Similarity	0.6122	NPC86238
Remote Similarity	0.6122	NPC471044
Remote Similarity	0.6122	NPC320824
Remote Similarity	0.6122	NPC473336
Remote Similarity	0.6111	NPC231945
Remote Similarity	0.6105	NPC47808
Remote Similarity	0.6105	NPC305835
Remote Similarity	0.6105	NPC201276
Remote Similarity	0.6105	NPC80891
Remote Similarity	0.61	NPC140446
Remote Similarity	0.61	NPC43912
Remote Similarity	0.6095	NPC476903
Remote Similarity	0.6091	NPC477292
Remote Similarity	0.6091	NPC36497
Remote Similarity	0.6087	NPC472503
Remote Similarity	0.6087	NPC308440
Remote Similarity	0.6087	NPC475458
Remote Similarity	0.6082	NPC202688

Drug Structure

NPD8308 OpenBabel08211713012D 55 58 0 0 1 0 0 0 0 0999 V2000 -10.2448 -2.9575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0009 -1.9719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5637 0.4569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2448 -1.9718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3911 -1.4789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5375 -1.9718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6838 -1.4789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8302 -1.9718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9765 -1.4790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5619 -1.4790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3955 4.1019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3549 4.6315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2095 -3.1519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7083 -1.9719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7079 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7079 0.9862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2716 1.4794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4177 0.9861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7004 5.0398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0498 5.5698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8696 -3.8854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1229 -1.9718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4156 -1.9719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4308 3.8970 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3052 3.8981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5145 -2.2135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4177 2.9595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7092 2.9595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7091 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8546 -1.4791 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5637 2.4662 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2717 2.4661 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8546 -0.4933 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.9861 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7091 0.9861 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8546 2.4662 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8546 -0.4934 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8546 1.4795 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5637 1.4794 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 7.6651 5.2447 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7100 6.3032 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5645 -4.8238 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2692 -1.4790 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1258 2.9591 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 2.9597 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8544 -1.4801 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9700 6.1827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3249 4.5117 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4049 7.2416 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6752 6.0982 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2247 -5.5572 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5993 -5.0288 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2692 -0.4933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 3 40 1 0 0 0 0 4 41 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 23 1 0 0 0 0 11 15 1 0 0 0 0 11 24 1 0 0 0 0 12 20 1 0 0 0 0 12 25 1 0 0 0 0 13 21 1 0 0 0 0 13 26 1 0 0 0 0 14 22 1 0 0 0 0 14 27 1 0 0 0 0 15 31 1 0 0 0 0 16 17 1 0 0 0 0 16 34 1 0 0 0 0 17 35 1 0 0 0 0 18 19 1 0 0 0 0 18 33 1 0 0 0 0 19 40 1 0 0 0 0 20 42 1 0 0 0 0 21 43 1 0 0 0 0 22 44 1 0 0 0 0 23 45 1 0 0 0 0 24 45 1 0 0 0 0 25 46 1 0 0 0 0 26 47 1 0 0 0 0 27 48 1 0 0 0 0 28 32 1 0 0 0 0 28 33 1 0 0 0 0 29 32 1 0 0 0 0 29 37 1 0 0 0 0 30 36 1 0 0 0 0 30 38 1 0 0 0 0 31 2 1 6 0 0 0 31 34 1 0 0 0 0 32 40 1 6 0 0 0 33 46 1 6 0 0 0 34 41 1 1 0 0 0 35 39 1 0 0 0 0 35 41 1 1 0 0 0 36 39 1 0 0 0 0 36 40 1 1 0 0 0 37 39 1 0 0 0 0 37 47 1 6 0 0 0 38 41 1 6 0 0 0 38 48 1 0 0 0 0 42 49 1 0 0 0 0 42 50 1 0 0 0 0 43 51 1 0 0 0 0 43 52 1 0 0 0 0 44 53 1 0 0 0 0 44 54 1 0 0 0 0 45 55 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000246
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	676.62
ALogP	-4.7488
MLogP	5.2
XLogP	8.454
HDA	7
HBD	4
Rotatable Bonds	31
TPSA	117.78
RO5 Violation	2