NPASS drugs

Drug Information

Drug ID:	NPD8298
Drug Name:	gadocoletic acid
Molecular Formula:	C41H66N4O14
Canonical SMILES:	OC(=O)CCC(C1CCC2C1(C)C(O)CC1C2CCC2C1(C)CCC(C2)N=C(CCC(N(CCN(CC(=O)O)CC(=O)O)CCN(CC(=O)O)CC(=O)O)C(=O)O)O)C
Standard InCHI:	InChI=1S/C41H66N4O14/c1-24(4-11-34(48)49)28-7-8-29-27-6-5-25-18-26(12-13-40(25,2)30(27)19-32(46)41(28,29)3)42-33(47)10-9-31(39(58)59)45(16-14-43(20-35(50)51)21-36(52)53)17-15-44(22-37(54)55)23-38(56)57/h24-32,46H,4-23H2,1-3H3,(H,42,47)(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)
Standard InCHIKey:	NCPSJGFHSXJCCR-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8298

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	96
0.1-0.2	1035
0.2-0.3	10479
0.3-0.4	9979
0.4-0.5	6253
0.5-0.6	2812
0.6-0.7	222
0.7-0.8	14
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	0.7524	NPC171698
Intermediate Similarity	0.7524	NPC321340
Intermediate Similarity	0.7524	NPC270957
Intermediate Similarity	0.7524	NPC119633
Intermediate Similarity	0.75	NPC175419
Intermediate Similarity	0.7404	NPC323180
Intermediate Similarity	0.7317	NPC475340
Intermediate Similarity	0.7257	NPC220111
Intermediate Similarity	0.7248	NPC312637
Intermediate Similarity	0.7168	NPC292819
Intermediate Similarity	0.7073	NPC165396
Intermediate Similarity	0.7069	NPC470592
Intermediate Similarity	0.7037	NPC323958
Intermediate Similarity	0.7	NPC473994
Remote Similarity	0.6984	NPC470593
Remote Similarity	0.6984	NPC470594
Remote Similarity	0.6891	NPC36497
Remote Similarity	0.6842	NPC174117
Remote Similarity	0.6807	NPC475239
Remote Similarity	0.6762	NPC80089
Remote Similarity	0.6762	NPC224802
Remote Similarity	0.6762	NPC324700
Remote Similarity	0.6762	NPC171426
Remote Similarity	0.6762	NPC34046
Remote Similarity	0.6731	NPC4209
Remote Similarity	0.6729	NPC109533
Remote Similarity	0.6698	NPC320144
Remote Similarity	0.6698	NPC80891
Remote Similarity	0.6698	NPC201276
Remote Similarity	0.6694	NPC124358
Remote Similarity	0.6667	NPC207010
Remote Similarity	0.6667	NPC470596
Remote Similarity	0.6667	NPC242692
Remote Similarity	0.6667	NPC252564
Remote Similarity	0.6667	NPC317913
Remote Similarity	0.664	NPC106479
Remote Similarity	0.664	NPC28224
Remote Similarity	0.6635	NPC212733
Remote Similarity	0.6617	NPC212106
Remote Similarity	0.6615	NPC472458
Remote Similarity	0.6613	NPC66862
Remote Similarity	0.661	NPC201712
Remote Similarity	0.6604	NPC185465
Remote Similarity	0.6581	NPC473537
Remote Similarity	0.6574	NPC192456
Remote Similarity	0.6538	NPC280026
Remote Similarity	0.6538	NPC167702
Remote Similarity	0.6532	NPC72753
Remote Similarity	0.6525	NPC475249
Remote Similarity	0.6525	NPC220234
Remote Similarity	0.6514	NPC30583
Remote Similarity	0.6514	NPC121121
Remote Similarity	0.6514	NPC61107
Remote Similarity	0.6514	NPC289486
Remote Similarity	0.6509	NPC143133
Remote Similarity	0.6509	NPC298168
Remote Similarity	0.6504	NPC470595
Remote Similarity	0.65	NPC476755
Remote Similarity	0.6484	NPC471120
Remote Similarity	0.6484	NPC39485
Remote Similarity	0.6484	NPC471117
Remote Similarity	0.6484	NPC221196
Remote Similarity	0.6481	NPC477851
Remote Similarity	0.6481	NPC261616
Remote Similarity	0.6457	NPC470540
Remote Similarity	0.6444	NPC309249
Remote Similarity	0.6434	NPC471121
Remote Similarity	0.6434	NPC471118
Remote Similarity	0.6429	NPC302111
Remote Similarity	0.6429	NPC469968
Remote Similarity	0.6429	NPC472272
Remote Similarity	0.6429	NPC80834
Remote Similarity	0.6423	NPC25340
Remote Similarity	0.6422	NPC12933
Remote Similarity	0.6417	NPC475518
Remote Similarity	0.6404	NPC135005
Remote Similarity	0.64	NPC472359
Remote Similarity	0.6396	NPC471044
Remote Similarity	0.6396	NPC473336
Remote Similarity	0.6393	NPC119329
Remote Similarity	0.6371	NPC67009
Remote Similarity	0.637	NPC476497
Remote Similarity	0.6356	NPC476903
Remote Similarity	0.6356	NPC134504
Remote Similarity	0.6356	NPC47076
Remote Similarity	0.6356	NPC289140
Remote Similarity	0.6341	NPC258130
Remote Similarity	0.6341	NPC55462
Remote Similarity	0.6299	NPC56796
Remote Similarity	0.6296	NPC329117
Remote Similarity	0.6296	NPC476501
Remote Similarity	0.6296	NPC478017
Remote Similarity	0.6296	NPC315131
Remote Similarity	0.6296	NPC315535
Remote Similarity	0.6286	NPC232112
Remote Similarity	0.6273	NPC58631
Remote Similarity	0.6262	NPC472486
Remote Similarity	0.6262	NPC475742
Remote Similarity	0.6262	NPC472487
Remote Similarity	0.6262	NPC5767
Remote Similarity	0.6261	NPC56962
Remote Similarity	0.6261	NPC24705
Remote Similarity	0.626	NPC477237
Remote Similarity	0.6259	NPC477072
Remote Similarity	0.625	NPC319909
Remote Similarity	0.623	NPC5864
Remote Similarity	0.623	NPC124554
Remote Similarity	0.623	NPC301148
Remote Similarity	0.623	NPC471083
Remote Similarity	0.6228	NPC252714
Remote Similarity	0.6222	NPC237286
Remote Similarity	0.622	NPC34977
Remote Similarity	0.622	NPC246399
Remote Similarity	0.6216	NPC268040
Remote Similarity	0.621	NPC86906
Remote Similarity	0.6207	NPC159390
Remote Similarity	0.6207	NPC133995
Remote Similarity	0.6207	NPC247891
Remote Similarity	0.6207	NPC77756
Remote Similarity	0.6204	NPC316242
Remote Similarity	0.6204	NPC221420
Remote Similarity	0.6202	NPC135431
Remote Similarity	0.6195	NPC34811
Remote Similarity	0.619	NPC151018
Remote Similarity	0.619	NPC156277
Remote Similarity	0.619	NPC58057
Remote Similarity	0.619	NPC320549
Remote Similarity	0.6179	NPC474583
Remote Similarity	0.6174	NPC283751
Remote Similarity	0.617	NPC474210
Remote Similarity	0.6168	NPC159789
Remote Similarity	0.6168	NPC472311
Remote Similarity	0.6168	NPC273366
Remote Similarity	0.6168	NPC97534
Remote Similarity	0.6168	NPC21220
Remote Similarity	0.6168	NPC125767
Remote Similarity	0.6168	NPC195155
Remote Similarity	0.6168	NPC174964
Remote Similarity	0.6165	NPC477238
Remote Similarity	0.616	NPC267217
Remote Similarity	0.616	NPC244982
Remote Similarity	0.616	NPC83047
Remote Similarity	0.616	NPC8009
Remote Similarity	0.616	NPC48127
Remote Similarity	0.616	NPC476756
Remote Similarity	0.6154	NPC209252
Remote Similarity	0.6154	NPC52756
Remote Similarity	0.6154	NPC245223
Remote Similarity	0.6154	NPC252032
Remote Similarity	0.6154	NPC476734
Remote Similarity	0.6154	NPC469941
Remote Similarity	0.6154	NPC319671
Remote Similarity	0.6154	NPC476502
Remote Similarity	0.6154	NPC476955
Remote Similarity	0.6142	NPC139778
Remote Similarity	0.614	NPC2783
Remote Similarity	0.6134	NPC287354
Remote Similarity	0.6134	NPC62407
Remote Similarity	0.6129	NPC323720
Remote Similarity	0.6129	NPC124549
Remote Similarity	0.6126	NPC476071
Remote Similarity	0.6126	NPC53858
Remote Similarity	0.6126	NPC469745
Remote Similarity	0.6126	NPC84128
Remote Similarity	0.6124	NPC478137
Remote Similarity	0.6121	NPC477729
Remote Similarity	0.6115	NPC475472
Remote Similarity	0.6106	NPC227051
Remote Similarity	0.6106	NPC50438
Remote Similarity	0.6102	NPC224060
Remote Similarity	0.6102	NPC244356
Remote Similarity	0.6102	NPC476189
Remote Similarity	0.6098	NPC50815
Remote Similarity	0.6095	NPC477929
Remote Similarity	0.6091	NPC220379
Remote Similarity	0.6087	NPC264005
Remote Similarity	0.6087	NPC33768
Remote Similarity	0.6087	NPC21035
Remote Similarity	0.6087	NPC320478
Remote Similarity	0.6087	NPC269360
Remote Similarity	0.608	NPC241394
Remote Similarity	0.6075	NPC254340
Remote Similarity	0.6075	NPC477930
Remote Similarity	0.6071	NPC73829
Remote Similarity	0.6071	NPC119794
Remote Similarity	0.6063	NPC218602
Remote Similarity	0.6061	NPC470276
Remote Similarity	0.6058	NPC470537
Remote Similarity	0.6055	NPC212453
Remote Similarity	0.6055	NPC23884
Remote Similarity	0.6055	NPC180199
Remote Similarity	0.6055	NPC475031
Remote Similarity	0.6055	NPC477919
Remote Similarity	0.6053	NPC264317
Remote Similarity	0.6053	NPC294438
Remote Similarity	0.6048	NPC198344
Remote Similarity	0.6048	NPC241879
Remote Similarity	0.6047	NPC477291
Remote Similarity	0.6045	NPC238323
Remote Similarity	0.6038	NPC469940

Drug Structure

NPD8298 OpenBabel08211713002D 67 70 0 0 1 0 0 0 0 0999 V2000 0.9025 8.4153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5254 3.2075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1926 5.7284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9206 7.0140 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1199 3.2586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9120 4.2368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7530 7.1420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3408 6.3330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3879 -1.0652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6448 -0.3960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7296 7.6018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1095 1.2512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3174 2.2294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7642 -3.9996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4653 -1.9922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0210 -3.3305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5142 -1.6832 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5847 1.6113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7333 4.1857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2994 -5.6469 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3948 -5.2868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9300 -3.6395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6242 -3.2794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0071 7.4207 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.3768 2.5895 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8415 0.9422 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.9609 4.5458 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.1980 6.8330 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.7530 5.5239 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.2178 3.8767 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.1800 -2.0433 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.9412 5.1638 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.3063 -0.7051 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6251 8.5963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0915 -6.6250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6027 -6.2649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1379 -4.6177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8321 -4.2575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9231 -2.7125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4257 2.8985 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.1980 5.8330 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.0494 -0.0359 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5563 -4.9778 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6732 -2.9704 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2289 -2.3523 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 -0.5142 -1.6832 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7115 9.0030 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4341 9.1841 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8346 -7.2942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1404 -6.9341 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1404 -6.9341 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5538 -6.5739 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3948 -5.2868 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0890 -4.9267 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0890 -4.9267 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7832 -4.5666 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8742 -2.4034 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7152 -3.6906 0.0000 O 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 0.2289 -2.3523 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3296 10.1786 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0675 -7.9122 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7617 -7.5521 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2969 -5.9048 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9911 -5.5447 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4584 -4.3597 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 40 1 0 0 0 0 3 41 1 0 0 0 0 4 11 1 0 0 0 0 4 24 1 0 0 0 0 5 6 1 0 0 0 0 5 25 1 0 0 0 0 6 27 1 0 0 0 0 7 8 1 0 0 0 0 7 28 1 0 0 0 0 8 29 1 0 0 0 0 9 10 1 0 0 0 0 9 31 1 0 0 0 0 10 33 1 0 0 0 0 11 34 1 0 0 0 0 12 13 1 0 0 0 0 12 26 1 0 0 0 0 13 40 1 0 0 0 0 14 16 1 0 0 0 0 14 43 1 0 0 0 0 15 17 1 0 0 0 0 15 44 1 0 0 0 0 16 45 1 0 0 0 0 17 45 1 0 0 0 0 18 25 1 0 0 0 0 18 26 1 0 0 0 0 19 30 1 0 0 0 0 19 32 1 0 0 0 0 20 35 1 0 0 0 0 20 43 1 0 0 0 0 21 36 1 0 0 0 0 21 43 1 0 0 0 0 22 37 1 0 0 0 0 22 44 1 0 0 0 0 23 38 1 0 0 0 0 23 44 1 0 0 0 0 24 28 1 0 0 0 0 25 40 1 0 0 0 0 26 42 1 0 0 0 0 27 29 1 0 0 0 0 27 30 1 0 0 0 0 28 41 1 0 0 0 0 29 41 1 0 0 0 0 30 40 1 0 0 0 0 31 39 1 0 0 0 0 31 45 1 0 0 0 0 32 41 1 0 0 0 0 32 46 1 0 0 0 0 33 42 2 3 0 0 0 33 47 1 0 0 0 0 34 48 2 0 0 0 0 34 49 1 0 0 0 0 35 50 2 0 0 0 0 35 51 1 0 0 0 0 36 52 2 0 0 0 0 36 53 1 0 0 0 0 37 54 2 0 0 0 0 37 55 1 0 0 0 0 38 56 2 0 0 0 0 38 57 1 0 0 0 0 39 58 2 0 0 0 0 39 59 1 0 0 0 0 46 60 1 0 0 0 0 47 61 1 0 0 0 0 49 62 1 0 0 0 0 51 63 1 0 0 0 0 53 64 1 0 0 0 0 55 65 1 0 0 0 0 57 66 1 0 0 0 0 59 67 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008403
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	838.46
ALogP	-1.764
MLogP	3.99
XLogP	3.209
HDA	18
HBD	8
Rotatable Bonds	35
TPSA	286.34
RO5 Violation	3