NPASS drugs

Drug Information

Drug ID:	NPD6697
Drug Name:	Obeticholic Acid
Molecular Formula:	C26H44O4
Canonical SMILES:	CC[C@H]1[C@@H](O)[C@H]2[C@@H]3CC[C@@H]([C@@]3(C)CC[C@@H]2[C@@]2([C@H]1C[C@H](O)CC2)C)[C@@H](CCC(=O)O)C
Standard InCHI:	InChI=1S/C26H44O4/c1-5-17-21-14-16(27)10-12-26(21,4)20-11-13-25(3)18(15(2)6-9-22(28)29)7-8-19(25)23(20)24(17)30/h15-21,23-24,27,30H,5-14H2,1-4H3,(H,28,29)/t15-,16-,17-,18-,19+,20+,21+,23+,24-,25-,26-/m1/s1
Standard InCHIKey:	ZXERDUOLZKYMJM-ZWECCWDJSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6697

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	188
0.1-0.2	1669
0.2-0.3	5227
0.3-0.4	11484
0.4-0.5	4207
0.5-0.6	3576
0.6-0.7	3148
0.7-0.8	1178
0.8-0.85	133
0.85-0.9	55
0.9-0.95	14
0.95-1	11

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	NPC171426
High Similarity	1.0	NPC324700
High Similarity	1.0	NPC224802
High Similarity	1.0	NPC34046
High Similarity	1.0	NPC80089
High Similarity	0.9863	NPC201276
High Similarity	0.9863	NPC80891
High Similarity	0.9722	NPC4209
High Similarity	0.9589	NPC207010
High Similarity	0.9589	NPC317913
High Similarity	0.9583	NPC212733
High Similarity	0.9474	NPC121121
High Similarity	0.9444	NPC280026
High Similarity	0.9444	NPC167702
High Similarity	0.9333	NPC320144
High Similarity	0.9324	NPC143133
High Similarity	0.9324	NPC298168
High Similarity	0.9231	NPC473336
High Similarity	0.9231	NPC471044
High Similarity	0.9211	NPC477851
High Similarity	0.92	NPC185465
High Similarity	0.9091	NPC12933
High Similarity	0.9041	NPC232112
High Similarity	0.9	NPC472272
High Similarity	0.9	NPC302111
High Similarity	0.8974	NPC61107
High Similarity	0.8974	NPC30583
High Similarity	0.8974	NPC289486
High Similarity	0.8961	NPC261616
High Similarity	0.8947	NPC329117
High Similarity	0.8904	NPC320549
High Similarity	0.8904	NPC156277
High Similarity	0.8904	NPC58057
High Similarity	0.8904	NPC151018
High Similarity	0.8889	NPC476734
High Similarity	0.8889	NPC319671
High Similarity	0.8889	NPC469941
High Similarity	0.8889	NPC252032
High Similarity	0.8846	NPC58631
High Similarity	0.8846	NPC469745
High Similarity	0.88	NPC195155
High Similarity	0.88	NPC174964
High Similarity	0.88	NPC273366
High Similarity	0.88	NPC159789
High Similarity	0.88	NPC97534
High Similarity	0.8767	NPC477929
High Similarity	0.8734	NPC268040
High Similarity	0.8718	NPC470609
High Similarity	0.8684	NPC5767
High Similarity	0.8684	NPC472487
High Similarity	0.8684	NPC475742
High Similarity	0.8684	NPC472486
High Similarity	0.8675	NPC56962
High Similarity	0.8675	NPC24705
High Similarity	0.8667	NPC254340
High Similarity	0.8667	NPC477930
High Similarity	0.8649	NPC469940
High Similarity	0.8649	NPC89310
High Similarity	0.863	NPC213178
High Similarity	0.863	NPC131892
High Similarity	0.863	NPC327728
High Similarity	0.863	NPC196197
High Similarity	0.863	NPC6120
High Similarity	0.8608	NPC476071
High Similarity	0.859	NPC220379
High Similarity	0.8571	NPC221420
High Similarity	0.8571	NPC180199
High Similarity	0.8571	NPC77756
High Similarity	0.8571	NPC475031
High Similarity	0.8571	NPC212453
High Similarity	0.8571	NPC477919
High Similarity	0.8571	NPC23884
High Similarity	0.8553	NPC125767
High Similarity	0.8553	NPC472311
High Similarity	0.8553	NPC21220
High Similarity	0.8537	NPC2783
High Similarity	0.8519	NPC50438
High Similarity	0.8519	NPC473299
High Similarity	0.8519	NPC319909
High Similarity	0.8514	NPC477850
Intermediate Similarity	0.8472	NPC268736
Intermediate Similarity	0.8472	NPC42060
Intermediate Similarity	0.8472	NPC477931
Intermediate Similarity	0.8471	NPC52756
Intermediate Similarity	0.8462	NPC472608
Intermediate Similarity	0.8462	NPC471045
Intermediate Similarity	0.8462	NPC476732
Intermediate Similarity	0.8462	NPC199965
Intermediate Similarity	0.8442	NPC477932
Intermediate Similarity	0.8442	NPC477933
Intermediate Similarity	0.8434	NPC264005
Intermediate Similarity	0.8434	NPC269360
Intermediate Similarity	0.8434	NPC252714
Intermediate Similarity	0.8434	NPC33768
Intermediate Similarity	0.8415	NPC264317
Intermediate Similarity	0.8415	NPC294438
Intermediate Similarity	0.8378	NPC66407
Intermediate Similarity	0.8378	NPC64466
Intermediate Similarity	0.8375	NPC73515
Intermediate Similarity	0.8372	NPC291373
Intermediate Similarity	0.8372	NPC244356
Intermediate Similarity	0.8372	NPC224060
Intermediate Similarity	0.8372	NPC476189
Intermediate Similarity	0.8354	NPC476176
Intermediate Similarity	0.8333	NPC477918
Intermediate Similarity	0.8333	NPC16377
Intermediate Similarity	0.8333	NPC474719
Intermediate Similarity	0.8313	NPC476727
Intermediate Similarity	0.8313	NPC12774
Intermediate Similarity	0.8313	NPC476726
Intermediate Similarity	0.8313	NPC80700
Intermediate Similarity	0.8312	NPC477934
Intermediate Similarity	0.8293	NPC237938
Intermediate Similarity	0.8293	NPC219535
Intermediate Similarity	0.8289	NPC310766
Intermediate Similarity	0.8276	NPC277399
Intermediate Similarity	0.8272	NPC100366
Intermediate Similarity	0.8272	NPC154043
Intermediate Similarity	0.8272	NPC164289
Intermediate Similarity	0.8272	NPC202688
Intermediate Similarity	0.8272	NPC242771
Intermediate Similarity	0.8272	NPC60018
Intermediate Similarity	0.8272	NPC311642
Intermediate Similarity	0.8267	NPC251201
Intermediate Similarity	0.8267	NPC108131
Intermediate Similarity	0.8267	NPC63588
Intermediate Similarity	0.8267	NPC232925
Intermediate Similarity	0.8267	NPC192192
Intermediate Similarity	0.8235	NPC213832
Intermediate Similarity	0.8235	NPC220498
Intermediate Similarity	0.8235	NPC57954
Intermediate Similarity	0.8228	NPC31031
Intermediate Similarity	0.8228	NPC243594
Intermediate Similarity	0.8228	NPC26029
Intermediate Similarity	0.8214	NPC263802
Intermediate Similarity	0.8214	NPC239938
Intermediate Similarity	0.8214	NPC202937
Intermediate Similarity	0.8205	NPC471046
Intermediate Similarity	0.8193	NPC131350
Intermediate Similarity	0.8193	NPC473350
Intermediate Similarity	0.8182	NPC62407
Intermediate Similarity	0.8182	NPC133922
Intermediate Similarity	0.8182	NPC287354
Intermediate Similarity	0.8182	NPC279974
Intermediate Similarity	0.8182	NPC263135
Intermediate Similarity	0.8182	NPC288906
Intermediate Similarity	0.8171	NPC477285
Intermediate Similarity	0.8171	NPC111582
Intermediate Similarity	0.8171	NPC327451
Intermediate Similarity	0.8171	NPC471037
Intermediate Similarity	0.8158	NPC1340
Intermediate Similarity	0.8158	NPC127094
Intermediate Similarity	0.8158	NPC470071
Intermediate Similarity	0.8158	NPC252182
Intermediate Similarity	0.8158	NPC187471
Intermediate Similarity	0.8148	NPC280781
Intermediate Similarity	0.8148	NPC48756
Intermediate Similarity	0.8148	NPC190940
Intermediate Similarity	0.814	NPC169933
Intermediate Similarity	0.8133	NPC129829
Intermediate Similarity	0.8133	NPC324607
Intermediate Similarity	0.8133	NPC254037
Intermediate Similarity	0.8133	NPC474962
Intermediate Similarity	0.8133	NPC321732
Intermediate Similarity	0.8133	NPC477820
Intermediate Similarity	0.8125	NPC472310
Intermediate Similarity	0.8118	NPC146937
Intermediate Similarity	0.8118	NPC4309
Intermediate Similarity	0.8118	NPC471900
Intermediate Similarity	0.8108	NPC474221
Intermediate Similarity	0.8108	NPC130459
Intermediate Similarity	0.8108	NPC41542
Intermediate Similarity	0.8108	NPC478180
Intermediate Similarity	0.8101	NPC474404
Intermediate Similarity	0.8101	NPC471151
Intermediate Similarity	0.8101	NPC264602
Intermediate Similarity	0.8095	NPC83242
Intermediate Similarity	0.809	NPC116683
Intermediate Similarity	0.809	NPC234564
Intermediate Similarity	0.8082	NPC230047
Intermediate Similarity	0.8082	NPC19311
Intermediate Similarity	0.8077	NPC186851
Intermediate Similarity	0.8072	NPC477434
Intermediate Similarity	0.8068	NPC47853
Intermediate Similarity	0.8056	NPC114891
Intermediate Similarity	0.8052	NPC477229
Intermediate Similarity	0.8052	NPC282905
Intermediate Similarity	0.8052	NPC470610
Intermediate Similarity	0.8052	NPC68426
Intermediate Similarity	0.8052	NPC153719
Intermediate Similarity	0.8049	NPC102156
Intermediate Similarity	0.8049	NPC317066
Intermediate Similarity	0.8049	NPC13494
Intermediate Similarity	0.8049	NPC148740
Intermediate Similarity	0.8049	NPC477935
Intermediate Similarity	0.8049	NPC328007
Intermediate Similarity	0.8049	NPC286719
Intermediate Similarity	0.8049	NPC477286
Intermediate Similarity	0.8046	NPC211403
Intermediate Similarity	0.8046	NPC198242

Drug Structure

NPD6697 OpenBabel08211710072D 33 36 0 0 1 0 0 0 0 0999 V2000 1.3374 -2.3149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9703 4.5666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8485 3.4596 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6944 1.9931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8479 -1.4676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6262 4.2136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5419 2.4450 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5416 1.4671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8300 5.1696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3884 0.9795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8468 2.4460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5414 1.4685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0008 2.9350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5419 -0.4885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6963 3.9120 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3887 0.0010 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8476 -0.4890 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6958 2.9345 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8479 1.4676 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8470 1.4680 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6949 0.0005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1040 5.8241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9785 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8482 2.4455 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6947 0.9790 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2359 -0.4877 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1741 5.5226 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3078 6.7802 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8473 -0.4895 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7246 0.3595 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5817 7.4347 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8470 -1.4680 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 6 9 1 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 9 22 1 0 0 0 0 10 12 1 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 20 1 0 0 0 0 12 26 1 0 0 0 0 13 25 1 0 0 0 0 14 16 1 0 0 0 0 14 21 1 0 0 0 0 15 2 1 1 0 0 0 15 18 1 0 0 0 0 16 27 1 1 0 0 0 17 5 1 1 0 0 0 17 21 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 6 0 0 0 19 23 1 0 0 0 0 19 25 1 6 0 0 0 20 23 1 0 0 0 0 20 26 1 6 0 0 0 21 26 1 1 0 0 0 22 28 2 0 0 0 0 22 29 1 0 0 0 0 23 24 1 0 0 0 0 24 30 1 0 0 0 0 27 31 1 0 0 0 0 29 32 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB018023
DrugBank	DB05990
ChEMBL	CHEMBL566315
IUPHAR/BPS	3435
PharmaGKB
KEGG Drug	D09360
PubChem CID	447715
ChEBI	43602
CAS Number	459789-99-2

Drug Properties

Molecular Weight	420.32
ALogP	-0.4199
MLogP	3.88
XLogP	7.044
HDA	4
HBD	3
Rotatable Bonds	12
TPSA	77.76
RO5 Violation	1