NPASS drugs

Drug Information

Drug ID:	NPD6700
Drug Name:	Tauroursodeoxycholic acid
Molecular Formula:	C26H45NO6S
Canonical SMILES:	O[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](CCC(=NCCS(=O)(=O)O)O)C)C)O)C
Standard InCHI:	InChI=1S/C26H45NO6S/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29/h16-22,24,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17+,18-,19-,20+,21+,22+,24+,25+,26-/m1/s1
Standard InCHIKey:	BHTRKEVKTKCXOH-LBSADWJPSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD6700

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	51
0.1-0.2	1574
0.2-0.3	14062
0.3-0.4	8089
0.4-0.5	4699
0.5-0.6	2045
0.6-0.7	336
0.7-0.8	22
0.8-0.85	5
0.85-0.9	1
0.9-0.95	1
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	NPC159390
High Similarity	1.0	NPC133995
High Similarity	1.0	NPC247891
High Similarity	0.9762	NPC283751
High Similarity	0.9643	NPC320478
High Similarity	0.9302	NPC317363
High Similarity	0.8571	NPC478053
Intermediate Similarity	0.8022	NPC321340
Intermediate Similarity	0.8022	NPC270957
Intermediate Similarity	0.8022	NPC323958
Intermediate Similarity	0.8022	NPC171698
Intermediate Similarity	0.8022	NPC119633
Intermediate Similarity	0.7802	NPC175419
Intermediate Similarity	0.7692	NPC323180
Intermediate Similarity	0.7473	NPC192456
Intermediate Similarity	0.7303	NPC473916
Intermediate Similarity	0.7303	NPC477601
Intermediate Similarity	0.7303	NPC477602
Intermediate Similarity	0.7241	NPC478103
Intermediate Similarity	0.7209	NPC66407
Intermediate Similarity	0.7126	NPC251201
Intermediate Similarity	0.7126	NPC232925
Intermediate Similarity	0.7126	NPC192192
Intermediate Similarity	0.7126	NPC63588
Intermediate Similarity	0.7119	NPC473549
Intermediate Similarity	0.7079	NPC478130
Intermediate Similarity	0.7045	NPC187471
Intermediate Similarity	0.7045	NPC127094
Intermediate Similarity	0.7045	NPC470071
Intermediate Similarity	0.7045	NPC252182
Intermediate Similarity	0.7045	NPC1340
Intermediate Similarity	0.7011	NPC129829
Intermediate Similarity	0.7011	NPC477820
Intermediate Similarity	0.7011	NPC254037
Remote Similarity	0.6966	NPC153719
Remote Similarity	0.6966	NPC470610
Remote Similarity	0.6923	NPC201712
Remote Similarity	0.6915	NPC109533
Remote Similarity	0.6905	NPC114891
Remote Similarity	0.6889	NPC304499
Remote Similarity	0.6889	NPC48795
Remote Similarity	0.686	NPC142712
Remote Similarity	0.6854	NPC473552
Remote Similarity	0.6854	NPC477821
Remote Similarity	0.6854	NPC477822
Remote Similarity	0.6854	NPC477823
Remote Similarity	0.6854	NPC323900
Remote Similarity	0.6854	NPC324984
Remote Similarity	0.6818	NPC107919
Remote Similarity	0.6813	NPC243027
Remote Similarity	0.6813	NPC317242
Remote Similarity	0.6813	NPC196136
Remote Similarity	0.6813	NPC158208
Remote Similarity	0.6786	NPC218585
Remote Similarity	0.6786	NPC148174
Remote Similarity	0.6786	NPC71460
Remote Similarity	0.6782	NPC475884
Remote Similarity	0.6782	NPC48079
Remote Similarity	0.6782	NPC473230
Remote Similarity	0.6771	NPC246956
Remote Similarity	0.6771	NPC478054
Remote Similarity	0.6744	NPC477603
Remote Similarity	0.6744	NPC41577
Remote Similarity	0.6744	NPC473276
Remote Similarity	0.6744	NPC474380
Remote Similarity	0.6739	NPC163597
Remote Similarity	0.6731	NPC473537
Remote Similarity	0.6705	NPC472741
Remote Similarity	0.6703	NPC228994
Remote Similarity	0.6703	NPC192501
Remote Similarity	0.6703	NPC10476
Remote Similarity	0.6701	NPC320824
Remote Similarity	0.6667	NPC475249
Remote Similarity	0.6667	NPC157422
Remote Similarity	0.6667	NPC128951
Remote Similarity	0.6667	NPC474574
Remote Similarity	0.6667	NPC44122
Remote Similarity	0.6667	NPC192046
Remote Similarity	0.6667	NPC133596
Remote Similarity	0.6667	NPC100586
Remote Similarity	0.6667	NPC302578
Remote Similarity	0.6667	NPC185915
Remote Similarity	0.6667	NPC109457
Remote Similarity	0.6667	NPC105208
Remote Similarity	0.6667	NPC11907
Remote Similarity	0.6667	NPC477227
Remote Similarity	0.6667	NPC64081
Remote Similarity	0.6667	NPC252564
Remote Similarity	0.663	NPC91387
Remote Similarity	0.663	NPC231680
Remote Similarity	0.663	NPC270306
Remote Similarity	0.6629	NPC299948
Remote Similarity	0.6629	NPC241085
Remote Similarity	0.6629	NPC470830
Remote Similarity	0.6628	NPC281540
Remote Similarity	0.6628	NPC118937
Remote Similarity	0.6628	NPC69149
Remote Similarity	0.6628	NPC159654
Remote Similarity	0.6628	NPC167995
Remote Similarity	0.6596	NPC80089
Remote Similarity	0.6596	NPC324700
Remote Similarity	0.6596	NPC329117
Remote Similarity	0.6596	NPC67657
Remote Similarity	0.6596	NPC171426
Remote Similarity	0.6596	NPC224802
Remote Similarity	0.6596	NPC18857
Remote Similarity	0.6596	NPC147993
Remote Similarity	0.6596	NPC34046
Remote Similarity	0.6591	NPC475172
Remote Similarity	0.6556	NPC231945
Remote Similarity	0.6556	NPC282454
Remote Similarity	0.6542	NPC475518
Remote Similarity	0.6526	NPC201276
Remote Similarity	0.6526	NPC220379
Remote Similarity	0.6526	NPC477282
Remote Similarity	0.6526	NPC287452
Remote Similarity	0.6526	NPC80891
Remote Similarity	0.6526	NPC81074
Remote Similarity	0.6522	NPC472503
Remote Similarity	0.6522	NPC308440
Remote Similarity	0.6517	NPC474756
Remote Similarity	0.6512	NPC209686
Remote Similarity	0.6512	NPC236099
Remote Similarity	0.6512	NPC249078
Remote Similarity	0.65	NPC477600
Remote Similarity	0.6495	NPC477599
Remote Similarity	0.6489	NPC212453
Remote Similarity	0.6489	NPC202540
Remote Similarity	0.6489	NPC476233
Remote Similarity	0.6484	NPC131506
Remote Similarity	0.6484	NPC473279
Remote Similarity	0.6484	NPC157777
Remote Similarity	0.6484	NPC195530
Remote Similarity	0.6458	NPC71535
Remote Similarity	0.6458	NPC78545
Remote Similarity	0.6452	NPC103822
Remote Similarity	0.6444	NPC470833
Remote Similarity	0.6429	NPC476735
Remote Similarity	0.6421	NPC471045
Remote Similarity	0.6421	NPC471769
Remote Similarity	0.6421	NPC477817
Remote Similarity	0.6421	NPC477819
Remote Similarity	0.6421	NPC31828
Remote Similarity	0.6413	NPC472341
Remote Similarity	0.6413	NPC232112
Remote Similarity	0.6413	NPC473238
Remote Similarity	0.6404	NPC63190
Remote Similarity	0.6392	NPC469745
Remote Similarity	0.6392	NPC73515
Remote Similarity	0.6383	NPC4209
Remote Similarity	0.6354	NPC476176
Remote Similarity	0.6354	NPC116119
Remote Similarity	0.6354	NPC80297
Remote Similarity	0.6354	NPC472742
Remote Similarity	0.6354	NPC475727
Remote Similarity	0.6344	NPC477508
Remote Similarity	0.6344	NPC475458
Remote Similarity	0.6333	NPC469987
Remote Similarity	0.6327	NPC296734
Remote Similarity	0.6327	NPC268040
Remote Similarity	0.6327	NPC470611
Remote Similarity	0.6327	NPC121121
Remote Similarity	0.6327	NPC202688
Remote Similarity	0.6327	NPC154043
Remote Similarity	0.6327	NPC475388
Remote Similarity	0.6327	NPC60018
Remote Similarity	0.6316	NPC317913
Remote Similarity	0.6316	NPC207010
Remote Similarity	0.6304	NPC320549
Remote Similarity	0.6304	NPC151018
Remote Similarity	0.6304	NPC58057
Remote Similarity	0.6304	NPC156277
Remote Similarity	0.6304	NPC111234
Remote Similarity	0.6304	NPC126642
Remote Similarity	0.6289	NPC470609
Remote Similarity	0.6289	NPC16449
Remote Similarity	0.6289	NPC475679
Remote Similarity	0.6286	NPC243985
Remote Similarity	0.6286	NPC280710
Remote Similarity	0.6277	NPC195155
Remote Similarity	0.6277	NPC3403
Remote Similarity	0.6277	NPC231256
Remote Similarity	0.6277	NPC212879
Remote Similarity	0.6277	NPC240235
Remote Similarity	0.6277	NPC159789
Remote Similarity	0.6277	NPC185536
Remote Similarity	0.6277	NPC70982
Remote Similarity	0.6277	NPC178383
Remote Similarity	0.6277	NPC478105
Remote Similarity	0.6277	NPC104387
Remote Similarity	0.6277	NPC273366
Remote Similarity	0.6277	NPC97534
Remote Similarity	0.6277	NPC212733
Remote Similarity	0.6277	NPC230704
Remote Similarity	0.6277	NPC174964
Remote Similarity	0.6264	NPC99264
Remote Similarity	0.6263	NPC110778
Remote Similarity	0.6263	NPC470070
Remote Similarity	0.6263	NPC211135
Remote Similarity	0.6263	NPC141941

Drug Structure

NPD6700 OpenBabel08211710072D 38 41 0 0 1 0 0 0 0 0999 V2000 5.8816 -1.6979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2980 -2.5146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3544 -2.5151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4112 -2.5468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3919 -4.2450 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8823 -5.0943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9211 -1.6979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2774 -2.5460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3348 -2.5460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2966 -2.5457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3535 -2.5460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4704 -0.8489 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9803 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2779 -4.2453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8064 -5.0949 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3914 -2.5469 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10.2971 -4.2451 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.7680 -3.3958 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.8816 -3.3958 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.3532 -4.2451 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.8252 -3.3953 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.8251 -5.0949 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.9408 -1.6979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3345 -4.2451 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.8065 -3.3952 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.8629 -3.3958 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4507 -0.8490 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.7488 -3.3957 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3345 -5.9447 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4506 -2.5468 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9803 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9803 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9803 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 12.9526 -2.4363 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6377 -6.8779 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4704 -2.5468 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8489 1.4704 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 25 1 0 0 0 0 3 26 1 0 0 0 0 4 7 1 0 0 0 0 4 16 1 0 0 0 0 5 6 1 0 0 0 0 5 19 1 0 0 0 0 6 20 1 0 0 0 0 7 23 1 0 0 0 0 8 10 1 0 0 0 0 8 18 1 0 0 0 0 9 11 1 0 0 0 0 9 21 1 0 0 0 0 10 25 1 0 0 0 0 11 26 1 0 0 0 0 12 13 1 0 0 0 0 12 27 1 0 0 0 0 13 34 1 0 0 0 0 14 17 1 0 0 0 0 14 18 1 0 0 0 0 15 17 1 0 0 0 0 15 22 1 0 0 0 0 16 1 1 1 0 0 0 16 19 1 0 0 0 0 17 25 1 1 0 0 0 18 28 1 1 0 0 0 19 26 1 6 0 0 0 20 24 1 0 0 0 0 20 26 1 6 0 0 0 21 24 1 0 0 0 0 21 25 1 6 0 0 0 22 24 1 0 0 0 0 22 29 1 6 0 0 0 23 27 2 3 0 0 0 23 30 1 0 0 0 0 28 35 1 0 0 0 0 29 36 1 0 0 0 0 30 37 1 0 0 0 0 31 34 1 0 0 0 0 31 38 1 0 0 0 0 32 34 2 0 0 0 0 33 34 2 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB08834
ChEMBL	CHEMBL272427
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	80774
CAS Number	14605-22-2

Drug Properties

Molecular Weight	499.30
ALogP	-0.4776
MLogP	3.44
XLogP	5.274
HDA	7
HBD	4
Rotatable Bonds	14
TPSA	135.8
RO5 Violation	1