NPASS drugs

Drug Information

Drug ID:	NPD8151
Drug Name:	BMS-181184
Molecular Formula:	C39H41NO20
Canonical SMILES:	COc1cc(O)c2c(c1)C(=O)c1c(C2=O)cc2c(c1O)c1c([C@@H]([C@H]2O)O[C@@H]2O[C@H](C)[C@@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)cc(c(c1O)C(=N[C@H](C(=O)O)CO)O)C
Standard InCHI:	InChI=1S/C39H41NO20/c1-10-4-16-23(30(49)20(10)36(53)40-17(8-41)37(54)55)22-14(7-15-24(31(22)50)27(46)13-5-12(56-3)6-18(42)21(13)26(15)45)28(47)34(16)59-39-33(52)35(25(44)11(2)58-39)60-38-32(51)29(48)19(43)9-57-38/h4-7,11,17,19,25,28-29,32-35,38-39,41-44,47-52H,8-9H2,1-3H3,(H,40,53)(H,54,55)/t11-,17+,19-,25+,28+,29+,32-,33-,34+,35+,38+,39+/m1/s1
Standard InCHIKey:	AXPBRQZJFXIYTD-FGWVULJWSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8151

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	238
0.1-0.2	1096
0.2-0.3	2600
0.3-0.4	6188
0.4-0.5	6547
0.5-0.6	4712
0.6-0.7	5724
0.7-0.8	3554
0.8-0.85	206
0.85-0.9	24
0.9-0.95	1
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
High Similarity	0.9343	NPC252156
High Similarity	0.883	NPC87583
High Similarity	0.873	NPC475352
High Similarity	0.873	NPC475220
High Similarity	0.873	NPC229817
High Similarity	0.873	NPC473686
High Similarity	0.873	NPC221140
High Similarity	0.867	NPC475161
High Similarity	0.867	NPC477860
High Similarity	0.8646	NPC264302
High Similarity	0.8624	NPC293227
High Similarity	0.8624	NPC475662
High Similarity	0.8624	NPC473717
High Similarity	0.8624	NPC473631
High Similarity	0.8617	NPC114257
High Similarity	0.8617	NPC299149
High Similarity	0.8617	NPC277710
High Similarity	0.8617	NPC153578
High Similarity	0.861	NPC46958
High Similarity	0.8586	NPC105591
High Similarity	0.8556	NPC68381
High Similarity	0.8526	NPC313452
High Similarity	0.8515	NPC315253
High Similarity	0.8511	NPC475246
High Similarity	0.8503	NPC472054
Intermediate Similarity	0.849	NPC65489
Intermediate Similarity	0.8474	NPC315221
Intermediate Similarity	0.8474	NPC164047
Intermediate Similarity	0.8474	NPC470448
Intermediate Similarity	0.8474	NPC470453
Intermediate Similarity	0.8474	NPC470452
Intermediate Similarity	0.8469	NPC313274
Intermediate Similarity	0.8462	NPC315351
Intermediate Similarity	0.8462	NPC316412
Intermediate Similarity	0.8457	NPC63105
Intermediate Similarity	0.8457	NPC3718
Intermediate Similarity	0.8449	NPC5029
Intermediate Similarity	0.8449	NPC271385
Intermediate Similarity	0.8449	NPC76128
Intermediate Similarity	0.8449	NPC111536
Intermediate Similarity	0.8449	NPC30432
Intermediate Similarity	0.8421	NPC245059
Intermediate Similarity	0.8421	NPC84494
Intermediate Similarity	0.8418	NPC42286
Intermediate Similarity	0.8413	NPC289876
Intermediate Similarity	0.8404	NPC85368
Intermediate Similarity	0.8404	NPC203751
Intermediate Similarity	0.8404	NPC213052
Intermediate Similarity	0.8402	NPC469652
Intermediate Similarity	0.8402	NPC472724
Intermediate Similarity	0.8402	NPC472721
Intermediate Similarity	0.8402	NPC160543
Intermediate Similarity	0.8402	NPC93065
Intermediate Similarity	0.8402	NPC31208
Intermediate Similarity	0.8402	NPC472720
Intermediate Similarity	0.8402	NPC314672
Intermediate Similarity	0.8396	NPC298778
Intermediate Similarity	0.8392	NPC314941
Intermediate Similarity	0.8385	NPC231254
Intermediate Similarity	0.8384	NPC174140
Intermediate Similarity	0.8377	NPC197357
Intermediate Similarity	0.8377	NPC85316
Intermediate Similarity	0.8376	NPC109403
Intermediate Similarity	0.8376	NPC261012
Intermediate Similarity	0.8376	NPC314738
Intermediate Similarity	0.8358	NPC315889
Intermediate Similarity	0.8351	NPC158214
Intermediate Similarity	0.8351	NPC240200
Intermediate Similarity	0.8351	NPC223534
Intermediate Similarity	0.8351	NPC290289
Intermediate Similarity	0.8351	NPC477836
Intermediate Similarity	0.8342	NPC241847
Intermediate Similarity	0.8333	NPC477835
Intermediate Similarity	0.8325	NPC470197
Intermediate Similarity	0.8325	NPC470193
Intermediate Similarity	0.8325	NPC212290
Intermediate Similarity	0.8325	NPC470196
Intermediate Similarity	0.8325	NPC58538
Intermediate Similarity	0.8325	NPC470194
Intermediate Similarity	0.8325	NPC470198
Intermediate Similarity	0.8325	NPC470200
Intermediate Similarity	0.8325	NPC316274
Intermediate Similarity	0.8325	NPC470195
Intermediate Similarity	0.8325	NPC282474
Intermediate Similarity	0.8316	NPC475233
Intermediate Similarity	0.8316	NPC66820
Intermediate Similarity	0.8316	NPC170018
Intermediate Similarity	0.8316	NPC472723
Intermediate Similarity	0.8316	NPC102053
Intermediate Similarity	0.8316	NPC92403
Intermediate Similarity	0.8316	NPC76112
Intermediate Similarity	0.8308	NPC187632
Intermediate Similarity	0.8299	NPC260521
Intermediate Similarity	0.8299	NPC469649
Intermediate Similarity	0.829	NPC292706
Intermediate Similarity	0.829	NPC224557
Intermediate Similarity	0.8274	NPC477082
Intermediate Similarity	0.8265	NPC471091
Intermediate Similarity	0.8265	NPC48474
Intermediate Similarity	0.8265	NPC40078
Intermediate Similarity	0.8265	NPC97924
Intermediate Similarity	0.8263	NPC477992
Intermediate Similarity	0.8263	NPC470454
Intermediate Similarity	0.8263	NPC477991
Intermediate Similarity	0.8263	NPC474345
Intermediate Similarity	0.8263	NPC199533
Intermediate Similarity	0.8263	NPC146803
Intermediate Similarity	0.8256	NPC205721
Intermediate Similarity	0.8247	NPC469650
Intermediate Similarity	0.8247	NPC111490
Intermediate Similarity	0.8247	NPC261623
Intermediate Similarity	0.8245	NPC222455
Intermediate Similarity	0.8245	NPC259905
Intermediate Similarity	0.8235	NPC178851
Intermediate Similarity	0.8223	NPC470199
Intermediate Similarity	0.8223	NPC314459
Intermediate Similarity	0.8211	NPC470335
Intermediate Similarity	0.8211	NPC470336
Intermediate Similarity	0.8211	NPC98776
Intermediate Similarity	0.8201	NPC76047
Intermediate Similarity	0.8196	NPC75574
Intermediate Similarity	0.8191	NPC324522
Intermediate Similarity	0.8191	NPC249977
Intermediate Similarity	0.8191	NPC105414
Intermediate Similarity	0.8191	NPC470341
Intermediate Similarity	0.8191	NPC3474
Intermediate Similarity	0.8191	NPC234497
Intermediate Similarity	0.8191	NPC472058
Intermediate Similarity	0.8187	NPC208069
Intermediate Similarity	0.8182	NPC478022
Intermediate Similarity	0.8182	NPC478020
Intermediate Similarity	0.8177	NPC267549
Intermediate Similarity	0.8177	NPC470334
Intermediate Similarity	0.8168	NPC186800
Intermediate Similarity	0.8168	NPC470667
Intermediate Similarity	0.8163	NPC269046
Intermediate Similarity	0.8163	NPC477083
Intermediate Similarity	0.8163	NPC473618
Intermediate Similarity	0.8163	NPC477081
Intermediate Similarity	0.8154	NPC112380
Intermediate Similarity	0.8144	NPC123259
Intermediate Similarity	0.8144	NPC129533
Intermediate Similarity	0.8144	NPC132111
Intermediate Similarity	0.8135	NPC472725
Intermediate Similarity	0.8135	NPC80956
Intermediate Similarity	0.8135	NPC472726
Intermediate Similarity	0.8125	NPC67629
Intermediate Similarity	0.8125	NPC79736
Intermediate Similarity	0.8125	NPC297574
Intermediate Similarity	0.8122	NPC201814
Intermediate Similarity	0.8115	NPC199357
Intermediate Similarity	0.8115	NPC25724
Intermediate Similarity	0.8115	NPC168789
Intermediate Similarity	0.8112	NPC179947
Intermediate Similarity	0.8112	NPC237202
Intermediate Similarity	0.8109	NPC131405
Intermediate Similarity	0.8105	NPC470272
Intermediate Similarity	0.8103	NPC318119
Intermediate Similarity	0.8103	NPC49690
Intermediate Similarity	0.8095	NPC261411
Intermediate Similarity	0.8095	NPC311389
Intermediate Similarity	0.8095	NPC190204
Intermediate Similarity	0.8095	NPC470271
Intermediate Similarity	0.8095	NPC43918
Intermediate Similarity	0.8093	NPC208797
Intermediate Similarity	0.8093	NPC469371
Intermediate Similarity	0.8093	NPC8940
Intermediate Similarity	0.8093	NPC53680
Intermediate Similarity	0.809	NPC476358
Intermediate Similarity	0.8085	NPC7752
Intermediate Similarity	0.8085	NPC178281
Intermediate Similarity	0.8083	NPC472387
Intermediate Similarity	0.8079	NPC314946
Intermediate Similarity	0.8075	NPC97637
Intermediate Similarity	0.8075	NPC187934
Intermediate Similarity	0.8071	NPC119094
Intermediate Similarity	0.8071	NPC173872
Intermediate Similarity	0.8071	NPC142291
Intermediate Similarity	0.8071	NPC7839
Intermediate Similarity	0.8065	NPC470342
Intermediate Similarity	0.8065	NPC472052
Intermediate Similarity	0.8065	NPC472060
Intermediate Similarity	0.8063	NPC47140
Intermediate Similarity	0.8063	NPC9002
Intermediate Similarity	0.8063	NPC183441
Intermediate Similarity	0.8063	NPC294501
Intermediate Similarity	0.8063	NPC137871
Intermediate Similarity	0.8063	NPC67134
Intermediate Similarity	0.8063	NPC257011
Intermediate Similarity	0.8063	NPC288152
Intermediate Similarity	0.8054	NPC257309
Intermediate Similarity	0.8053	NPC473202
Intermediate Similarity	0.8051	NPC241781
Intermediate Similarity	0.8051	NPC476203
Intermediate Similarity	0.8051	NPC156785
Intermediate Similarity	0.8051	NPC162394
Intermediate Similarity	0.8051	NPC321916
Intermediate Similarity	0.805	NPC314687
Intermediate Similarity	0.8042	NPC175793
Intermediate Similarity	0.8041	NPC471030

Drug Structure

NPD8151 OpenBabel08211713002D 72 78 0 0 1 0 0 0 0 0999 V2000 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 3 56 1 0 0 0 0 4 10 2 0 0 0 0 4 16 1 0 0 0 0 5 12 2 0 0 0 0 5 13 1 0 0 0 0 6 12 1 0 0 0 0 6 18 2 0 0 0 0 7 14 2 0 0 0 0 7 15 1 0 0 0 0 8 41 1 0 0 0 0 9 19 1 0 0 0 0 9 57 1 0 0 0 0 10 20 1 0 0 0 0 11 2 1 6 0 0 0 11 25 1 0 0 0 0 11 58 1 0 0 0 0 12 56 1 0 0 0 0 13 21 2 0 0 0 0 13 27 1 0 0 0 0 14 22 1 0 0 0 0 14 28 1 0 0 0 0 15 24 2 0 0 0 0 15 26 1 0 0 0 0 16 23 2 0 0 0 0 16 34 1 0 0 0 0 17 8 1 1 0 0 0 17 37 1 0 0 0 0 17 40 1 0 0 0 0 18 21 1 0 0 0 0 18 42 1 0 0 0 0 19 29 1 0 0 0 0 19 43 1 1 0 0 0 20 30 2 0 0 0 0 20 36 1 0 0 0 0 21 26 1 0 0 0 0 22 23 1 0 0 0 0 22 31 2 0 0 0 0 23 30 1 0 0 0 0 24 27 1 0 0 0 0 24 31 1 0 0 0 0 25 35 1 0 0 0 0 25 44 1 6 0 0 0 26 45 2 0 0 0 0 27 46 2 0 0 0 0 28 34 1 0 0 0 0 28 47 1 6 0 0 0 29 32 1 0 0 0 0 29 48 1 6 0 0 0 30 49 1 0 0 0 0 31 50 1 0 0 0 0 32 38 1 0 0 0 0 32 51 1 1 0 0 0 33 35 1 0 0 0 0 33 39 1 0 0 0 0 33 52 1 1 0 0 0 34 59 1 1 0 0 0 35 60 1 6 0 0 0 36 40 2 3 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 57 1 0 0 0 0 38 60 1 6 0 0 0 39 58 1 0 0 0 0 39 59 1 6 0 0 0 41 61 1 0 0 0 0 42 62 1 0 0 0 0 43 63 1 0 0 0 0 44 64 1 0 0 0 0 47 65 1 0 0 0 0 48 66 1 0 0 0 0 49 67 1 0 0 0 0 50 68 1 0 0 0 0 51 69 1 0 0 0 0 52 70 1 0 0 0 0 53 71 1 0 0 0 0 55 72 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015888
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	843.22
ALogP	-5.75
MLogP	3.44
XLogP	-3.708
HDA	17
HBD	12
Rotatable Bonds	24
TPSA	352.48
RO5 Violation	2