NPASS drugs

Drug Information

Drug ID:	NPD6796
Drug Name:	LB-10522
Molecular Formula:	C27H30N8O9S2
Canonical SMILES:	NC1CCN(CN1)C/C=C/C1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)N=C(/C(=NO[C@@H](c1ccc(c(c1)O)O)C(=O)O)/c1csc(=N)[nH]1)O
Standard InCHI:	InChI=1S/C27H30N8O9S2/c28-17-5-7-34(11-30-17)6-1-2-13-9-45-24-19(23(39)35(24)20(13)25(40)41)32-22(38)18(14-10-46-27(29)31-14)33-44-21(26(42)43)12-3-4-15(36)16(37)8-12/h1-4,8,10,17,19,21,24,30,36-37H,5-7,9,11,28H2,(H2,29,31)(H,32,38)(H,40,41)(H,42,43)/b2-1+,33-18-/t17?,19-,21+,24-/m1/s1
Standard InCHIKey:	CMNYMQLQJYYOLX-WSQHTOJWSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6796

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	241
0.1-0.2	1388
0.2-0.3	6721
0.3-0.4	6853
0.4-0.5	12959
0.5-0.6	2578
0.6-0.7	147
0.7-0.8	3
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	0.7352	NPC478005
Intermediate Similarity	0.7225	NPC478007
Intermediate Similarity	0.7162	NPC478008
Remote Similarity	0.6976	NPC315388
Remote Similarity	0.6952	NPC153554
Remote Similarity	0.6852	NPC61332
Remote Similarity	0.6852	NPC240130
Remote Similarity	0.6835	NPC302715
Remote Similarity	0.6804	NPC477638
Remote Similarity	0.6804	NPC477632
Remote Similarity	0.6802	NPC477551
Remote Similarity	0.6787	NPC477552
Remote Similarity	0.6787	NPC477550
Remote Similarity	0.6774	NPC60516
Remote Similarity	0.6773	NPC477639
Remote Similarity	0.6728	NPC102959
Remote Similarity	0.6712	NPC477631
Remote Similarity	0.6697	NPC477636
Remote Similarity	0.6682	NPC473404
Remote Similarity	0.6651	NPC280022
Remote Similarity	0.6619	NPC276506
Remote Similarity	0.6606	NPC94862
Remote Similarity	0.6604	NPC17698
Remote Similarity	0.6591	NPC477526
Remote Similarity	0.6589	NPC119652
Remote Similarity	0.6589	NPC97526
Remote Similarity	0.6573	NPC196243
Remote Similarity	0.6571	NPC129486
Remote Similarity	0.6557	NPC475532
Remote Similarity	0.6557	NPC248670
Remote Similarity	0.654	NPC198254
Remote Similarity	0.654	NPC274198
Remote Similarity	0.6526	NPC165285
Remote Similarity	0.6522	NPC475544
Remote Similarity	0.6512	NPC269750
Remote Similarity	0.6512	NPC194671
Remote Similarity	0.6507	NPC63931
Remote Similarity	0.6488	NPC473580
Remote Similarity	0.6476	NPC290755
Remote Similarity	0.6476	NPC304074
Remote Similarity	0.6476	NPC471771
Remote Similarity	0.6468	NPC294951
Remote Similarity	0.6452	NPC477637
Remote Similarity	0.6442	NPC469243
Remote Similarity	0.6435	NPC246303
Remote Similarity	0.6429	NPC223207
Remote Similarity	0.6419	NPC50016
Remote Similarity	0.6416	NPC323662
Remote Similarity	0.6406	NPC475409
Remote Similarity	0.6406	NPC170302
Remote Similarity	0.6406	NPC475564
Remote Similarity	0.6404	NPC13470
Remote Similarity	0.64	NPC329295
Remote Similarity	0.6396	NPC473305
Remote Similarity	0.6396	NPC163961
Remote Similarity	0.6389	NPC473546
Remote Similarity	0.6379	NPC469444
Remote Similarity	0.6372	NPC279871
Remote Similarity	0.6368	NPC209463
Remote Similarity	0.6368	NPC469445
Remote Similarity	0.636	NPC469443
Remote Similarity	0.6336	NPC220060
Remote Similarity	0.6326	NPC273755
Remote Similarity	0.6326	NPC306804
Remote Similarity	0.6318	NPC471048
Remote Similarity	0.6318	NPC471049
Remote Similarity	0.6318	NPC471050
Remote Similarity	0.6311	NPC328763
Remote Similarity	0.6308	NPC46009
Remote Similarity	0.6284	NPC45037
Remote Similarity	0.6283	NPC59827
Remote Similarity	0.6283	NPC184933
Remote Similarity	0.6282	NPC145178
Remote Similarity	0.6282	NPC14877
Remote Similarity	0.6282	NPC475350
Remote Similarity	0.6271	NPC251036
Remote Similarity	0.6268	NPC326349
Remote Similarity	0.6268	NPC323336
Remote Similarity	0.6262	NPC66490
Remote Similarity	0.6233	NPC475204
Remote Similarity	0.6233	NPC475123
Remote Similarity	0.6233	NPC329731
Remote Similarity	0.6227	NPC73555
Remote Similarity	0.6225	NPC119569
Remote Similarity	0.6221	NPC471165
Remote Similarity	0.6221	NPC476227
Remote Similarity	0.6209	NPC114806
Remote Similarity	0.6204	NPC89831
Remote Similarity	0.6201	NPC477527
Remote Similarity	0.6194	NPC478011
Remote Similarity	0.618	NPC477666
Remote Similarity	0.6176	NPC473804
Remote Similarity	0.6175	NPC137627
Remote Similarity	0.6173	NPC478141
Remote Similarity	0.6171	NPC314176
Remote Similarity	0.6168	NPC61004
Remote Similarity	0.6167	NPC314083
Remote Similarity	0.6161	NPC24617
Remote Similarity	0.6161	NPC96275
Remote Similarity	0.6157	NPC40234
Remote Similarity	0.6147	NPC158277
Remote Similarity	0.6147	NPC473354
Remote Similarity	0.6143	NPC235194
Remote Similarity	0.6129	NPC328494
Remote Similarity	0.6113	NPC314056
Remote Similarity	0.6109	NPC326027
Remote Similarity	0.6106	NPC51047
Remote Similarity	0.6106	NPC209865
Remote Similarity	0.6092	NPC326333
Remote Similarity	0.6089	NPC4910
Remote Similarity	0.6081	NPC476321
Remote Similarity	0.6074	NPC478012
Remote Similarity	0.6073	NPC159767
Remote Similarity	0.6073	NPC26108
Remote Similarity	0.6073	NPC155506
Remote Similarity	0.6071	NPC138083
Remote Similarity	0.6068	NPC83790
Remote Similarity	0.6068	NPC128237
Remote Similarity	0.6065	NPC294516
Remote Similarity	0.6065	NPC328649
Remote Similarity	0.6065	NPC107938
Remote Similarity	0.6063	NPC181905
Remote Similarity	0.6059	NPC194699
Remote Similarity	0.6059	NPC219350
Remote Similarity	0.6055	NPC230611
Remote Similarity	0.6054	NPC471526
Remote Similarity	0.6052	NPC476662
Remote Similarity	0.6047	NPC158900
Remote Similarity	0.6045	NPC478013
Remote Similarity	0.6045	NPC254053
Remote Similarity	0.6042	NPC25539
Remote Similarity	0.604	NPC475196
Remote Similarity	0.6037	NPC35345
Remote Similarity	0.6035	NPC174122
Remote Similarity	0.6035	NPC64140
Remote Similarity	0.6025	NPC277306
Remote Similarity	0.6025	NPC469442
Remote Similarity	0.6019	NPC476268
Remote Similarity	0.6019	NPC15068
Remote Similarity	0.601	NPC48202
Remote Similarity	0.6009	NPC1390
Remote Similarity	0.6009	NPC242728
Remote Similarity	0.6009	NPC62104
Remote Similarity	0.6009	NPC329816
Remote Similarity	0.6009	NPC476661
Remote Similarity	0.6	NPC317725
Remote Similarity	0.6	NPC299806
Remote Similarity	0.6	NPC80514
Remote Similarity	0.6	NPC326407
Remote Similarity	0.6	NPC473402
Remote Similarity	0.5992	NPC185172
Remote Similarity	0.5991	NPC63040
Remote Similarity	0.5991	NPC234069
Remote Similarity	0.5991	NPC50548
Remote Similarity	0.5991	NPC246591
Remote Similarity	0.599	NPC311658
Remote Similarity	0.5976	NPC477516
Remote Similarity	0.5973	NPC276120
Remote Similarity	0.5972	NPC210377
Remote Similarity	0.5972	NPC5719
Remote Similarity	0.5972	NPC22883
Remote Similarity	0.5972	NPC217804
Remote Similarity	0.5964	NPC32064
Remote Similarity	0.5962	NPC477635
Remote Similarity	0.5962	NPC477630
Remote Similarity	0.5952	NPC300443
Remote Similarity	0.5951	NPC468984
Remote Similarity	0.5948	NPC144314
Remote Similarity	0.594	NPC473450
Remote Similarity	0.5939	NPC313587
Remote Similarity	0.5939	NPC315893
Remote Similarity	0.5939	NPC316110
Remote Similarity	0.5939	NPC470728
Remote Similarity	0.5934	NPC477665
Remote Similarity	0.5928	NPC318930
Remote Similarity	0.5928	NPC317362
Remote Similarity	0.5924	NPC16249
Remote Similarity	0.5905	NPC20755
Remote Similarity	0.5905	NPC149962
Remote Similarity	0.5897	NPC123859
Remote Similarity	0.5895	NPC29531
Remote Similarity	0.5895	NPC471195
Remote Similarity	0.5895	NPC471196
Remote Similarity	0.5894	NPC471680
Remote Similarity	0.5892	NPC92235
Remote Similarity	0.589	NPC186617
Remote Similarity	0.5882	NPC242159
Remote Similarity	0.5882	NPC313694
Remote Similarity	0.588	NPC241794
Remote Similarity	0.5877	NPC233702
Remote Similarity	0.5874	NPC168861
Remote Similarity	0.587	NPC473407
Remote Similarity	0.587	NPC473378
Remote Similarity	0.5864	NPC471568
Remote Similarity	0.5864	NPC196091
Remote Similarity	0.5864	NPC473693
Remote Similarity	0.5858	NPC470786
Remote Similarity	0.5858	NPC471155
Remote Similarity	0.5854	NPC475609
Remote Similarity	0.5852	NPC315467

Drug Structure

NPD6796 OpenBabel08211710072D 56 60 0 0 1 0 0 0 0 0999 V2000 4.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7956 0.5529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0544 1.5188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1225 1.0012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1877 -3.4797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8296 0.2941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 -3.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3473 2.2259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3813 1.9671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.3801 -2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5708 -0.6718 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6730 -1.4483 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 1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2779 -1.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2060 -4.7371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7942 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5644 -5.6707 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.7506 -3.8985 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 -1.8966 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.6061 3.1919 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6742 2.6742 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 -0.4824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2438 -1.1201 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0191 -2.3449 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6049 -0.9306 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.2401 -4.4783 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 9.6603 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7942 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5521 -5.8272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7493 -3.8461 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8990 3.8990 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9331 3.6402 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 -0.2235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0532 -2.6037 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 6 1 0 0 0 0 2 13 1 0 0 0 0 3 4 2 0 0 0 0 3 12 1 0 0 0 0 4 15 1 0 0 0 0 5 7 1 0 0 0 0 5 17 1 0 0 0 0 6 34 1 0 0 0 0 7 34 1 0 0 0 0 8 12 2 0 0 0 0 8 16 1 0 0 0 0 9 13 1 0 0 0 0 9 45 1 0 0 0 0 10 14 2 0 0 0 0 10 46 1 0 0 0 0 11 30 1 0 0 0 0 11 34 1 0 0 0 0 12 21 1 0 0 0 0 13 20 2 0 0 0 0 14 18 1 0 0 0 0 14 31 1 0 0 0 0 15 16 2 0 0 0 0 15 36 1 0 0 0 0 16 37 1 0 0 0 0 17 28 1 0 0 0 0 17 30 1 0 0 0 0 18 22 1 0 0 0 0 18 33 2 0 0 0 0 19 23 1 0 0 0 0 19 24 1 0 0 0 0 19 32 1 6 0 0 0 20 25 1 0 0 0 0 20 35 1 0 0 0 0 21 26 1 6 0 0 0 21 44 1 0 0 0 0 22 32 2 3 0 0 0 22 38 1 0 0 0 0 23 35 1 0 0 0 0 23 39 2 0 0 0 0 24 35 1 0 0 0 0 24 45 1 6 0 0 0 25 40 2 0 0 0 0 25 41 1 0 0 0 0 26 42 2 0 0 0 0 26 43 1 0 0 0 0 27 29 2 0 0 0 0 27 31 1 0 0 0 0 27 46 1 0 0 0 0 28 47 1 0 0 0 0 28 48 1 0 0 0 0 29 49 1 0 0 0 0 30 50 1 0 0 0 0 31 51 1 0 0 0 0 33 44 1 0 0 0 0 36 52 1 0 0 0 0 37 53 1 0 0 0 0 38 54 1 0 0 0 0 41 55 1 0 0 0 0 43 56 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002171
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	674.16
ALogP	-2.8147
MLogP	2.34
XLogP	-1.392
HDA	13
HBD	9
Rotatable Bonds	17
TPSA	317.32
RO5 Violation	3