NPASS drugs

Drug Information

Drug ID:	NPD8321
Drug Name:	barixibat
Molecular Formula:	C42H55N5O8
Canonical SMILES:	OC[C@H]([C@H]([C@@H]([C@H](C(=NCCCCCCCCCCC(=Nc1ccccc1[C@H]([C@@H]([C@@H](c1ccccc1)O)c1ccccn1)Nc1ccccn1)O)O)O)O)O)O
Standard InCHI:	InChI=1S/C42H55N5O8/c48-28-33(49)39(52)40(53)41(54)42(55)45-27-15-6-4-2-1-3-5-10-24-35(50)46-31-21-12-11-20-30(31)37(47-34-23-14-17-26-44-34)36(32-22-13-16-25-43-32)38(51)29-18-8-7-9-19-29/h7-9,11-14,16-23,25-26,33,36-41,48-49,51-54H,1-6,10,15,24,27-28H2,(H,44,47)(H,45,55)(H,46,50)/t33-,36+,37-,38-,39-,40+,41-/m1/s1
Standard InCHIKey:	LNLNLJFTSXTELN-TVKRVUGASA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8321

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	349
0.1-0.2	1753
0.2-0.3	9787
0.3-0.4	12650
0.4-0.5	3468
0.5-0.6	1715
0.6-0.7	1131
0.7-0.8	37
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	0.75	NPC150048
Intermediate Similarity	0.75	NPC203754
Intermediate Similarity	0.7376	NPC130570
Intermediate Similarity	0.7285	NPC473317
Intermediate Similarity	0.726	NPC477114
Intermediate Similarity	0.723	NPC470500
Intermediate Similarity	0.7215	NPC477110
Intermediate Similarity	0.72	NPC476492
Intermediate Similarity	0.72	NPC107160
Intermediate Similarity	0.7188	NPC125597
Intermediate Similarity	0.7184	NPC95783
Intermediate Similarity	0.7143	NPC472109
Intermediate Similarity	0.7143	NPC472110
Intermediate Similarity	0.7143	NPC5145
Intermediate Similarity	0.7143	NPC48938
Intermediate Similarity	0.7136	NPC193761
Intermediate Similarity	0.713	NPC314957
Intermediate Similarity	0.7114	NPC326575
Intermediate Similarity	0.7109	NPC265576
Intermediate Similarity	0.7105	NPC21461
Intermediate Similarity	0.7092	NPC102423
Intermediate Similarity	0.7083	NPC323927
Intermediate Similarity	0.7078	NPC471603
Intermediate Similarity	0.7073	NPC188387
Intermediate Similarity	0.7073	NPC163421
Intermediate Similarity	0.7073	NPC62510
Intermediate Similarity	0.7053	NPC472289
Intermediate Similarity	0.705	NPC314603
Intermediate Similarity	0.7018	NPC33949
Intermediate Similarity	0.7005	NPC469813
Intermediate Similarity	0.7005	NPC311276
Intermediate Similarity	0.7005	NPC476446
Intermediate Similarity	0.7005	NPC78375
Intermediate Similarity	0.7005	NPC40779
Intermediate Similarity	0.7004	NPC2497
Intermediate Similarity	0.7004	NPC132631
Intermediate Similarity	0.7004	NPC103687
Remote Similarity	0.6991	NPC470505
Remote Similarity	0.699	NPC131718
Remote Similarity	0.699	NPC15102
Remote Similarity	0.6978	NPC471506
Remote Similarity	0.6977	NPC476874
Remote Similarity	0.6977	NPC328596
Remote Similarity	0.6977	NPC328318
Remote Similarity	0.6976	NPC139291
Remote Similarity	0.6976	NPC472108
Remote Similarity	0.6974	NPC469762
Remote Similarity	0.697	NPC471178
Remote Similarity	0.6965	NPC313791
Remote Similarity	0.6964	NPC250178
Remote Similarity	0.6959	NPC475288
Remote Similarity	0.6955	NPC478006
Remote Similarity	0.6955	NPC320968
Remote Similarity	0.6954	NPC124542
Remote Similarity	0.6954	NPC471177
Remote Similarity	0.6954	NPC59779
Remote Similarity	0.6952	NPC324149
Remote Similarity	0.6946	NPC59269
Remote Similarity	0.6935	NPC160105
Remote Similarity	0.6927	NPC473362
Remote Similarity	0.6927	NPC166492
Remote Similarity	0.6927	NPC314394
Remote Similarity	0.6923	NPC315467
Remote Similarity	0.6923	NPC469785
Remote Similarity	0.6919	NPC474217
Remote Similarity	0.6916	NPC64216
Remote Similarity	0.6915	NPC470498
Remote Similarity	0.6912	NPC47059
Remote Similarity	0.6912	NPC165349
Remote Similarity	0.6912	NPC118832
Remote Similarity	0.6912	NPC475070
Remote Similarity	0.6912	NPC329708
Remote Similarity	0.6912	NPC264166
Remote Similarity	0.6912	NPC274291
Remote Similarity	0.6904	NPC471564
Remote Similarity	0.69	NPC63751
Remote Similarity	0.69	NPC317430
Remote Similarity	0.6897	NPC472122
Remote Similarity	0.6897	NPC24594
Remote Similarity	0.6895	NPC478010
Remote Similarity	0.6895	NPC478009
Remote Similarity	0.6895	NPC477111
Remote Similarity	0.6881	NPC208060
Remote Similarity	0.6881	NPC477113
Remote Similarity	0.6875	NPC476041
Remote Similarity	0.6875	NPC472285
Remote Similarity	0.6875	NPC304926
Remote Similarity	0.6869	NPC71079
Remote Similarity	0.6866	NPC164664
Remote Similarity	0.6863	NPC151939
Remote Similarity	0.686	NPC314882
Remote Similarity	0.6856	NPC214980
Remote Similarity	0.6854	NPC242209
Remote Similarity	0.6853	NPC89987
Remote Similarity	0.6853	NPC230869
Remote Similarity	0.685	NPC54988
Remote Similarity	0.6847	NPC151976
Remote Similarity	0.6847	NPC189812
Remote Similarity	0.6847	NPC329688
Remote Similarity	0.6845	NPC477891
Remote Similarity	0.6845	NPC144114
Remote Similarity	0.684	NPC116622
Remote Similarity	0.6833	NPC475422
Remote Similarity	0.683	NPC204491
Remote Similarity	0.683	NPC251936
Remote Similarity	0.6826	NPC244536
Remote Similarity	0.6818	NPC476493
Remote Similarity	0.6816	NPC201700
Remote Similarity	0.6816	NPC282247
Remote Similarity	0.6816	NPC475602
Remote Similarity	0.6816	NPC317752
Remote Similarity	0.681	NPC475859
Remote Similarity	0.681	NPC160666
Remote Similarity	0.681	NPC475969
Remote Similarity	0.6809	NPC28945
Remote Similarity	0.6806	NPC249040
Remote Similarity	0.6804	NPC317373
Remote Similarity	0.6798	NPC472123
Remote Similarity	0.6796	NPC472105
Remote Similarity	0.6796	NPC300688
Remote Similarity	0.6796	NPC187827
Remote Similarity	0.6793	NPC81175
Remote Similarity	0.6792	NPC99666
Remote Similarity	0.6786	NPC80597
Remote Similarity	0.6786	NPC211572
Remote Similarity	0.6786	NPC250835
Remote Similarity	0.6786	NPC75540
Remote Similarity	0.6786	NPC212376
Remote Similarity	0.6786	NPC70922
Remote Similarity	0.6783	NPC477633
Remote Similarity	0.6773	NPC46225
Remote Similarity	0.6771	NPC318299
Remote Similarity	0.6771	NPC75634
Remote Similarity	0.677	NPC281049
Remote Similarity	0.6768	NPC92796
Remote Similarity	0.6768	NPC135141
Remote Similarity	0.6768	NPC84508
Remote Similarity	0.6767	NPC477175
Remote Similarity	0.6767	NPC326363
Remote Similarity	0.6767	NPC470730
Remote Similarity	0.6766	NPC474561
Remote Similarity	0.6766	NPC278366
Remote Similarity	0.6766	NPC49954
Remote Similarity	0.6766	NPC127730
Remote Similarity	0.6765	NPC171393
Remote Similarity	0.6765	NPC295452
Remote Similarity	0.6758	NPC327592
Remote Similarity	0.6756	NPC476114
Remote Similarity	0.6754	NPC470502
Remote Similarity	0.6753	NPC6215
Remote Similarity	0.6753	NPC110151
Remote Similarity	0.675	NPC97367
Remote Similarity	0.6749	NPC476686
Remote Similarity	0.6749	NPC476688
Remote Similarity	0.6749	NPC105758
Remote Similarity	0.6749	NPC158129
Remote Similarity	0.6748	NPC176199
Remote Similarity	0.6748	NPC133261
Remote Similarity	0.6748	NPC215795
Remote Similarity	0.6748	NPC232340
Remote Similarity	0.6743	NPC155143
Remote Similarity	0.6742	NPC87755
Remote Similarity	0.6742	NPC127677
Remote Similarity	0.674	NPC193267
Remote Similarity	0.674	NPC213530
Remote Similarity	0.6739	NPC141428
Remote Similarity	0.6735	NPC259644
Remote Similarity	0.6735	NPC469760
Remote Similarity	0.6735	NPC469763
Remote Similarity	0.6735	NPC469765
Remote Similarity	0.6735	NPC73952
Remote Similarity	0.6735	NPC469786
Remote Similarity	0.6735	NPC25008
Remote Similarity	0.6731	NPC19679
Remote Similarity	0.6728	NPC470497
Remote Similarity	0.6725	NPC470501
Remote Similarity	0.6723	NPC325976
Remote Similarity	0.6717	NPC138018
Remote Similarity	0.6716	NPC85918
Remote Similarity	0.6714	NPC477166
Remote Similarity	0.6714	NPC304187
Remote Similarity	0.6713	NPC102008
Remote Similarity	0.6712	NPC162860
Remote Similarity	0.6711	NPC313640
Remote Similarity	0.671	NPC24370
Remote Similarity	0.671	NPC319232
Remote Similarity	0.6709	NPC165743
Remote Similarity	0.6699	NPC68354
Remote Similarity	0.6699	NPC284678
Remote Similarity	0.6699	NPC207851
Remote Similarity	0.6699	NPC472294
Remote Similarity	0.6697	NPC475506
Remote Similarity	0.6696	NPC473310
Remote Similarity	0.6696	NPC470503
Remote Similarity	0.6696	NPC87856
Remote Similarity	0.6695	NPC69843
Remote Similarity	0.6695	NPC39092
Remote Similarity	0.6693	NPC478011
Remote Similarity	0.6693	NPC478012
Remote Similarity	0.6683	NPC49217

Drug Structure

NPD8321 OpenBabel08211713012D 64 67 0 0 1 0 0 0 0 0999 V2000 -2.5599 -4.4338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7066 -4.9265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5599 -3.4485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7066 -5.9118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4132 -2.9559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5599 -6.4044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4132 2.9559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4132 1.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5599 3.4485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4132 -1.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4132 2.9559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2664 2.4632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8533 4.4338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4132 -5.9118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.9265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8533 -1.4779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5599 1.4779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7066 2.9559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5599 2.4632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2664 1.4779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8533 3.4485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8533 -1.4779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2664 -1.4779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8533 4.4338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8533 -0.4926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2664 -6.4044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5329 -8.8676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7066 1.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5599 1.4779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4132 0.9853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.9559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6796 -9.3603 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8533 -0.4926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2664 -0.4926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.9706 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7066 0.9853 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8533 1.4779 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.8263 -8.8676 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.8263 -7.8824 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9730 -7.3897 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.9730 -6.4044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8533 3.4485 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1197 -5.9118 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4132 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7066 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.3862 -9.3603 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6796 -10.3456 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1197 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8533 0.4926 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9730 -9.3603 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6796 -7.3897 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1197 -7.8824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8263 -5.9118 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5599 -0.4926 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2395 -8.8676 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5329 -10.8382 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1197 0.9853 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7066 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1197 -8.8676 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5329 -7.8824 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2664 -7.3897 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6796 -6.4044 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 10 1 0 0 0 0 6 15 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 18 1 0 0 0 0 9 19 2 0 0 0 0 10 24 1 0 0 0 0 11 12 2 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 16 2 0 0 0 0 13 22 1 0 0 0 0 14 17 2 0 0 0 0 14 23 1 0 0 0 0 15 27 1 0 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 18 29 2 0 0 0 0 19 29 1 0 0 0 0 20 30 2 0 0 0 0 21 31 2 0 0 0 0 22 32 2 0 0 0 0 23 34 2 0 0 0 0 24 35 1 0 0 0 0 25 43 2 0 0 0 0 26 44 2 0 0 0 0 27 45 1 0 0 0 0 28 48 1 0 0 0 0 29 38 1 0 0 0 0 30 31 1 0 0 0 0 30 37 1 0 0 0 0 31 46 1 0 0 0 0 32 36 1 0 0 0 0 32 43 1 0 0 0 0 33 28 1 6 0 0 0 33 39 1 0 0 0 0 33 49 1 0 0 0 0 34 44 1 0 0 0 0 34 47 1 0 0 0 0 35 46 2 3 0 0 0 35 50 1 0 0 0 0 36 37 1 6 0 0 0 36 38 1 0 0 0 0 37 47 1 6 0 0 0 38 51 1 1 0 0 0 39 40 1 0 0 0 0 39 52 1 6 0 0 0 40 41 1 0 0 0 0 40 53 1 6 0 0 0 41 42 1 6 0 0 0 41 54 1 0 0 0 0 42 45 2 3 0 0 0 42 55 1 0 0 0 0 47 56 1 0 0 0 0 48 57 1 0 0 0 0 49 58 1 0 0 0 0 50 59 1 0 0 0 0 51 60 1 0 0 0 0 52 61 1 0 0 0 0 53 62 1 0 0 0 0 54 63 1 0 0 0 0 55 64 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016027
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	757.41
ALogP	-6.5308
MLogP	4.65
XLogP	7.785
HDA	13
HBD	9
Rotatable Bonds	32
TPSA	224.37
RO5 Violation	4