NPASS drugs

Drug Information

Drug ID:	NPD8058
Drug Name:
Molecular Formula:	C37H42N4O13
Canonical SMILES:	OCC(=NN=C(CCCCCN1C(=O)C=CC1=O)O)[C@@]1(O)C[C@H](O[C@H]2C[C@H](N)[C@@H]([C@@H](O2)C)O)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC
Standard InCHI:	InChI=1S/C37H42N4O13/c1-17-32(46)20(38)13-27(53-17)54-22-15-37(51,23(16-42)39-40-24(43)9-4-3-5-12-41-25(44)10-11-26(41)45)14-19-29(22)36(50)31-30(34(19)48)33(47)18-7-6-8-21(52-2)28(18)35(31)49/h6-8,10-11,17,20,22,27,32,42,46,48,50-51H,3-5,9,12-16,38H2,1-2H3,(H,40,43)/t17-,20-,22-,27-,32+,37-/m0/s1
Standard InCHIKey:	OBMJQRLIQQTJLR-FRTGXRTISA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8058

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	250
0.1-0.2	1131
0.2-0.3	2924
0.3-0.4	7226
0.4-0.5	6185
0.5-0.6	6812
0.6-0.7	6026
0.7-0.8	325
0.8-0.85	5
0.85-0.9	6
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
High Similarity	0.8706	NPC316412
High Similarity	0.8706	NPC315351
High Similarity	0.8621	NPC314738
High Similarity	0.8621	NPC109403
High Similarity	0.8621	NPC261012
High Similarity	0.8529	NPC313274
Intermediate Similarity	0.839	NPC42286
Intermediate Similarity	0.831	NPC315253
Intermediate Similarity	0.8219	NPC252156
Intermediate Similarity	0.816	NPC315889
Intermediate Similarity	0.8104	NPC314941
Intermediate Similarity	0.7793	NPC316164
Intermediate Similarity	0.7731	NPC314946
Intermediate Similarity	0.7711	NPC478020
Intermediate Similarity	0.7711	NPC478022
Intermediate Similarity	0.7696	NPC314596
Intermediate Similarity	0.7681	NPC58538
Intermediate Similarity	0.767	NPC102053
Intermediate Similarity	0.7619	NPC87583
Intermediate Similarity	0.7608	NPC329790
Intermediate Similarity	0.7608	NPC313452
Intermediate Similarity	0.76	NPC170101
Intermediate Similarity	0.7596	NPC277710
Intermediate Similarity	0.7596	NPC114257
Intermediate Similarity	0.7596	NPC299149
Intermediate Similarity	0.7596	NPC153578
Intermediate Similarity	0.7585	NPC475246
Intermediate Similarity	0.7585	NPC289876
Intermediate Similarity	0.7585	NPC475233
Intermediate Similarity	0.7585	NPC46958
Intermediate Similarity	0.7573	NPC85368
Intermediate Similarity	0.7573	NPC203751
Intermediate Similarity	0.7571	NPC224557
Intermediate Similarity	0.7571	NPC292706
Intermediate Similarity	0.7561	NPC478021
Intermediate Similarity	0.756	NPC475161
Intermediate Similarity	0.756	NPC315221
Intermediate Similarity	0.756	NPC477860
Intermediate Similarity	0.7545	NPC478046
Intermediate Similarity	0.7545	NPC328856
Intermediate Similarity	0.7545	NPC180210
Intermediate Similarity	0.7545	NPC478047
Intermediate Similarity	0.7545	NPC321226
Intermediate Similarity	0.7545	NPC314914
Intermediate Similarity	0.7536	NPC3718
Intermediate Similarity	0.7524	NPC294501
Intermediate Similarity	0.7524	NPC30432
Intermediate Similarity	0.7524	NPC5029
Intermediate Similarity	0.7524	NPC271385
Intermediate Similarity	0.7524	NPC111536
Intermediate Similarity	0.7524	NPC76128
Intermediate Similarity	0.7512	NPC314672
Intermediate Similarity	0.7511	NPC284236
Intermediate Similarity	0.7511	NPC316368
Intermediate Similarity	0.75	NPC108487
Intermediate Similarity	0.75	NPC478048
Intermediate Similarity	0.7488	NPC98776
Intermediate Similarity	0.7476	NPC85316
Intermediate Similarity	0.7476	NPC197357
Intermediate Similarity	0.7452	NPC68381
Intermediate Similarity	0.7441	NPC478001
Intermediate Similarity	0.744	NPC315619
Intermediate Similarity	0.7438	NPC278329
Intermediate Similarity	0.7438	NPC212099
Intermediate Similarity	0.7438	NPC146837
Intermediate Similarity	0.7438	NPC101116
Intermediate Similarity	0.7434	NPC313582
Intermediate Similarity	0.7427	NPC246274
Intermediate Similarity	0.7427	NPC222455
Intermediate Similarity	0.7419	NPC133775
Intermediate Similarity	0.7419	NPC469689
Intermediate Similarity	0.7419	NPC471031
Intermediate Similarity	0.7418	NPC105591
Intermediate Similarity	0.7404	NPC472054
Intermediate Similarity	0.7404	NPC199357
Intermediate Similarity	0.7379	NPC63470
Intermediate Similarity	0.7371	NPC241847
Intermediate Similarity	0.7368	NPC19056
Intermediate Similarity	0.7368	NPC470583
Intermediate Similarity	0.7366	NPC178281
Intermediate Similarity	0.7361	NPC281629
Intermediate Similarity	0.7358	NPC473631
Intermediate Similarity	0.7358	NPC473717
Intermediate Similarity	0.7358	NPC475662
Intermediate Similarity	0.7358	NPC293227
Intermediate Similarity	0.7356	NPC183441
Intermediate Similarity	0.7352	NPC131405
Intermediate Similarity	0.7346	NPC72783
Intermediate Similarity	0.7346	NPC84494
Intermediate Similarity	0.7346	NPC212290
Intermediate Similarity	0.7346	NPC245059
Intermediate Similarity	0.734	NPC284495
Intermediate Similarity	0.7333	NPC314489
Intermediate Similarity	0.7333	NPC198893
Intermediate Similarity	0.7333	NPC232818
Intermediate Similarity	0.7321	NPC213052
Intermediate Similarity	0.7311	NPC470453
Intermediate Similarity	0.7311	NPC164047
Intermediate Similarity	0.7311	NPC470448
Intermediate Similarity	0.7311	NPC470452
Intermediate Similarity	0.7308	NPC298778
Intermediate Similarity	0.7308	NPC470580
Intermediate Similarity	0.7299	NPC266513
Intermediate Similarity	0.7299	NPC115447
Intermediate Similarity	0.7299	NPC470581
Intermediate Similarity	0.7299	NPC470582
Intermediate Similarity	0.7295	NPC103633
Intermediate Similarity	0.7294	NPC314687
Intermediate Similarity	0.7291	NPC53139
Intermediate Similarity	0.729	NPC221140
Intermediate Similarity	0.729	NPC475352
Intermediate Similarity	0.729	NPC229817
Intermediate Similarity	0.729	NPC473686
Intermediate Similarity	0.729	NPC475220
Intermediate Similarity	0.7286	NPC199533
Intermediate Similarity	0.7286	NPC223735
Intermediate Similarity	0.7286	NPC70862
Intermediate Similarity	0.7286	NPC307754
Intermediate Similarity	0.7286	NPC470454
Intermediate Similarity	0.7286	NPC186800
Intermediate Similarity	0.7286	NPC146803
Intermediate Similarity	0.7286	NPC470667
Intermediate Similarity	0.7281	NPC82056
Intermediate Similarity	0.7273	NPC270027
Intermediate Similarity	0.7268	NPC187934
Intermediate Similarity	0.7268	NPC97637
Intermediate Similarity	0.7268	NPC216752
Intermediate Similarity	0.7265	NPC257728
Intermediate Similarity	0.7264	NPC187441
Intermediate Similarity	0.7264	NPC283980
Intermediate Similarity	0.726	NPC175477
Intermediate Similarity	0.726	NPC259905
Intermediate Similarity	0.726	NPC473202
Intermediate Similarity	0.7251	NPC176246
Intermediate Similarity	0.7251	NPC92403
Intermediate Similarity	0.7251	NPC170018
Intermediate Similarity	0.7251	NPC66820
Intermediate Similarity	0.7251	NPC76112
Intermediate Similarity	0.7246	NPC178851
Intermediate Similarity	0.7241	NPC206641
Intermediate Similarity	0.7241	NPC208651
Intermediate Similarity	0.7238	NPC470438
Intermediate Similarity	0.7235	NPC264302
Intermediate Similarity	0.7232	NPC153365
Intermediate Similarity	0.723	NPC208069
Intermediate Similarity	0.7222	NPC315914
Intermediate Similarity	0.7222	NPC205721
Intermediate Similarity	0.722	NPC257266
Intermediate Similarity	0.7217	NPC83331
Intermediate Similarity	0.7217	NPC478000
Intermediate Similarity	0.7215	NPC123859
Intermediate Similarity	0.7212	NPC324522
Intermediate Similarity	0.7212	NPC234497
Intermediate Similarity	0.7212	NPC470341
Intermediate Similarity	0.7212	NPC105414
Intermediate Similarity	0.7212	NPC472058
Intermediate Similarity	0.7204	NPC474345
Intermediate Similarity	0.7204	NPC63105
Intermediate Similarity	0.7202	NPC470199
Intermediate Similarity	0.7202	NPC314459
Intermediate Similarity	0.7198	NPC475349
Intermediate Similarity	0.7198	NPC475292
Intermediate Similarity	0.7198	NPC475565
Intermediate Similarity	0.7198	NPC297404
Intermediate Similarity	0.7198	NPC478026
Intermediate Similarity	0.7198	NPC470735
Intermediate Similarity	0.7198	NPC11608
Intermediate Similarity	0.7198	NPC329647
Intermediate Similarity	0.7196	NPC476203
Intermediate Similarity	0.7196	NPC473883
Intermediate Similarity	0.7193	NPC38964
Intermediate Similarity	0.7192	NPC313299
Intermediate Similarity	0.719	NPC477836
Intermediate Similarity	0.7189	NPC289223
Intermediate Similarity	0.7184	NPC478229
Intermediate Similarity	0.7182	NPC242728
Intermediate Similarity	0.7182	NPC472375
Intermediate Similarity	0.7179	NPC314987
Intermediate Similarity	0.7169	NPC50548
Intermediate Similarity	0.7163	NPC70441
Intermediate Similarity	0.7157	NPC177742
Intermediate Similarity	0.7156	NPC46990
Intermediate Similarity	0.7156	NPC168789
Intermediate Similarity	0.7156	NPC65118
Intermediate Similarity	0.7156	NPC48474
Intermediate Similarity	0.7156	NPC321046
Intermediate Similarity	0.715	NPC18306
Intermediate Similarity	0.715	NPC17432
Intermediate Similarity	0.7143	NPC76047
Intermediate Similarity	0.7143	NPC241874
Intermediate Similarity	0.7143	NPC473618
Intermediate Similarity	0.7143	NPC3449
Intermediate Similarity	0.7136	NPC316274
Intermediate Similarity	0.7136	NPC313453
Intermediate Similarity	0.7136	NPC470197
Intermediate Similarity	0.7136	NPC470198
Intermediate Similarity	0.7136	NPC470200
Intermediate Similarity	0.7136	NPC470194
Intermediate Similarity	0.7136	NPC472261
Intermediate Similarity	0.7136	NPC470196

Drug Structure

NPD8058 OpenBabel08211712032D 62 67 0 0 1 0 0 0 0 0999 V2000 -5.1962 -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 -8.5831 2.5860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6172 2.8449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2902 3.2932 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 3.4641 2.0000 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 -6.9101 2.1378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.4049 4.4760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.6978 5.1831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2561 3.0343 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 -1.7321 2.0000 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 -3.8228 0.2753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 1 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 1 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 -1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.5640 1.2412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9441 2.3966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9509 3.5850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.8068 4.7291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 1 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 -0.8660 0.5000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 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 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2711 1.9483 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2370 1.6895 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.9632 3.7414 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.7887 0.0164 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6853 3.3625 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.4049 2.6940 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.9158 5.1831 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4676 2.4914 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 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 -5.4959 0.7235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7194 3.6213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 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 -1.5437 2.8741 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 52 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 9 1 0 0 0 0 5 12 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 18 1 0 0 0 0 8 21 2 0 0 0 0 9 24 1 0 0 0 0 10 11 2 0 0 0 0 10 25 1 0 0 0 0 11 26 1 0 0 0 0 12 41 1 0 0 0 0 13 20 1 0 0 0 0 13 27 1 0 0 0 0 14 19 1 0 0 0 0 14 37 1 0 0 0 0 15 22 1 0 0 0 0 15 37 1 0 0 0 0 16 23 1 0 0 0 0 16 42 1 0 0 0 0 17 1 1 6 0 0 0 17 32 1 0 0 0 0 17 53 1 0 0 0 0 18 28 2 0 0 0 0 18 33 1 0 0 0 0 19 29 1 0 0 0 0 19 34 2 0 0 0 0 20 32 1 0 0 0 0 20 38 1 6 0 0 0 21 28 1 0 0 0 0 21 52 1 0 0 0 0 22 29 1 0 0 0 0 22 54 1 1 0 0 0 23 39 2 3 0 0 0 24 40 2 3 0 0 0 24 43 1 0 0 0 0 25 41 1 0 0 0 0 25 44 2 0 0 0 0 26 41 1 0 0 0 0 26 45 2 0 0 0 0 27 53 1 0 0 0 0 27 54 1 1 0 0 0 28 35 1 0 0 0 0 29 36 2 0 0 0 0 30 31 2 0 0 0 0 30 33 1 0 0 0 0 30 34 1 0 0 0 0 31 35 1 0 0 0 0 31 36 1 0 0 0 0 32 46 1 6 0 0 0 33 47 2 0 0 0 0 34 48 1 0 0 0 0 35 49 2 0 0 0 0 36 50 1 0 0 0 0 37 23 1 6 0 0 0 37 51 1 0 0 0 0 38 55 1 0 0 0 0 38 56 1 0 0 0 0 39 40 1 0 0 0 0 42 57 1 0 0 0 0 43 58 1 0 0 0 0 46 59 1 0 0 0 0 48 60 1 0 0 0 0 50 61 1 0 0 0 0 51 62 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002523
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71300693
ChEBI
CAS Number

Drug Properties

Molecular Weight	750.27
ALogP	-5.6637
MLogP	3.66
XLogP	-0.299
HDA	14
HBD	7
Rotatable Bonds	21
TPSA	271.33
RO5 Violation	3