NPASS drugs

Drug Information

Drug ID:	NPD6839
Drug Name:
Molecular Formula:	C27H33N5O5S
Canonical SMILES:	CC1=CCN([C@H](C1)C(=O)O)C(=O)[C@@H](NS(=O)(=O)c1ccc2c(c1)CN(CC2)C)Cc1ccc(cc1)C(=N)N
Standard InCHI:	InChI=1S/C27H33N5O5S/c1-17-9-12-32(24(13-17)27(34)35)26(33)23(14-18-3-5-20(6-4-18)25(28)29)30-38(36,37)22-8-7-19-10-11-31(2)16-21(19)15-22/h3-9,15,23-24,30H,10-14,16H2,1-2H3,(H3,28,29)(H,34,35)/t23-,24+/m0/s1
Standard InCHIKey:	ZDHBBBQAVLNJBL-BJKOFHAPSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6839

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	157
0.1-0.2	1008
0.2-0.3	6901
0.3-0.4	16185
0.4-0.5	5510
0.5-0.6	992
0.6-0.7	136
0.7-0.8	1
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	0.7073	NPC132636
Remote Similarity	0.6772	NPC71684
Remote Similarity	0.6768	NPC194857
Remote Similarity	0.6768	NPC32858
Remote Similarity	0.6687	NPC111428
Remote Similarity	0.6667	NPC477937
Remote Similarity	0.6646	NPC222466
Remote Similarity	0.6624	NPC470545
Remote Similarity	0.6605	NPC101719
Remote Similarity	0.6591	NPC286551
Remote Similarity	0.6585	NPC473322
Remote Similarity	0.6582	NPC470546
Remote Similarity	0.6561	NPC470544
Remote Similarity	0.6532	NPC314114
Remote Similarity	0.6494	NPC311658
Remote Similarity	0.6478	NPC220698
Remote Similarity	0.6464	NPC471527
Remote Similarity	0.6453	NPC161069
Remote Similarity	0.6453	NPC468984
Remote Similarity	0.6433	NPC33742
Remote Similarity	0.6425	NPC469903
Remote Similarity	0.642	NPC13470
Remote Similarity	0.6407	NPC255447
Remote Similarity	0.64	NPC313850
Remote Similarity	0.6398	NPC200964
Remote Similarity	0.6382	NPC473418
Remote Similarity	0.6374	NPC469243
Remote Similarity	0.6364	NPC105717
Remote Similarity	0.6359	NPC223207
Remote Similarity	0.6359	NPC5719
Remote Similarity	0.6359	NPC22883
Remote Similarity	0.6359	NPC217804
Remote Similarity	0.6359	NPC210377
Remote Similarity	0.6352	NPC14672
Remote Similarity	0.6352	NPC285926
Remote Similarity	0.6352	NPC315276
Remote Similarity	0.6352	NPC239357
Remote Similarity	0.6347	NPC200589
Remote Similarity	0.6341	NPC22746
Remote Similarity	0.6324	NPC290755
Remote Similarity	0.6324	NPC304074
Remote Similarity	0.6324	NPC15068
Remote Similarity	0.6324	NPC471771
Remote Similarity	0.6319	NPC62104
Remote Similarity	0.6319	NPC1390
Remote Similarity	0.6316	NPC14849
Remote Similarity	0.6313	NPC122590
Remote Similarity	0.6313	NPC473341
Remote Similarity	0.6307	NPC138775
Remote Similarity	0.6306	NPC474584
Remote Similarity	0.6304	NPC471051
Remote Similarity	0.6304	NPC471053
Remote Similarity	0.6304	NPC471052
Remote Similarity	0.629	NPC63040
Remote Similarity	0.6286	NPC209509
Remote Similarity	0.6286	NPC322878
Remote Similarity	0.6284	NPC469902
Remote Similarity	0.6284	NPC475544
Remote Similarity	0.6282	NPC319579
Remote Similarity	0.627	NPC189116
Remote Similarity	0.6264	NPC324850
Remote Similarity	0.625	NPC262077
Remote Similarity	0.625	NPC153554
Remote Similarity	0.6243	NPC163392
Remote Similarity	0.6243	NPC239762
Remote Similarity	0.623	NPC104345
Remote Similarity	0.6229	NPC52748
Remote Similarity	0.6223	NPC198254
Remote Similarity	0.6223	NPC274198
Remote Similarity	0.6221	NPC127741
Remote Similarity	0.6215	NPC478007
Remote Similarity	0.6211	NPC328611
Remote Similarity	0.6207	NPC269398
Remote Similarity	0.6207	NPC263493
Remote Similarity	0.6198	NPC131450
Remote Similarity	0.6198	NPC147298
Remote Similarity	0.6198	NPC182057
Remote Similarity	0.6193	NPC315266
Remote Similarity	0.6188	NPC473002
Remote Similarity	0.6185	NPC92784
Remote Similarity	0.6185	NPC178662
Remote Similarity	0.6185	NPC470884
Remote Similarity	0.6185	NPC476133
Remote Similarity	0.6185	NPC77992
Remote Similarity	0.6185	NPC98424
Remote Similarity	0.6178	NPC196243
Remote Similarity	0.6175	NPC84317
Remote Similarity	0.6171	NPC139326
Remote Similarity	0.617	NPC469904
Remote Similarity	0.6164	NPC35850
Remote Similarity	0.6164	NPC276949
Remote Similarity	0.6163	NPC314835
Remote Similarity	0.6157	NPC478008
Remote Similarity	0.6154	NPC473580
Remote Similarity	0.6145	NPC254798
Remote Similarity	0.6145	NPC2501
Remote Similarity	0.6138	NPC276506
Remote Similarity	0.6111	NPC476440
Remote Similarity	0.6108	NPC154478
Remote Similarity	0.6108	NPC473003
Remote Similarity	0.6105	NPC474473
Remote Similarity	0.6102	NPC471680
Remote Similarity	0.6102	NPC5620
Remote Similarity	0.6098	NPC302169
Remote Similarity	0.6089	NPC471821
Remote Similarity	0.6089	NPC471820
Remote Similarity	0.6084	NPC6975
Remote Similarity	0.6084	NPC175726
Remote Similarity	0.6084	NPC474082
Remote Similarity	0.6077	NPC300443
Remote Similarity	0.6071	NPC136453
Remote Similarity	0.607	NPC302715
Remote Similarity	0.6065	NPC67043
Remote Similarity	0.6062	NPC473001
Remote Similarity	0.6059	NPC300315
Remote Similarity	0.6057	NPC307357
Remote Similarity	0.6057	NPC268841
Remote Similarity	0.6057	NPC46098
Remote Similarity	0.6045	NPC476978
Remote Similarity	0.6042	NPC165285
Remote Similarity	0.6042	NPC248862
Remote Similarity	0.6041	NPC307396
Remote Similarity	0.6036	NPC71933
Remote Similarity	0.6036	NPC105114
Remote Similarity	0.6036	NPC152850
Remote Similarity	0.6036	NPC239990
Remote Similarity	0.6036	NPC89923
Remote Similarity	0.6034	NPC135121
Remote Similarity	0.6034	NPC68865
Remote Similarity	0.6023	NPC126458
Remote Similarity	0.6022	NPC469901
Remote Similarity	0.6011	NPC201244
Remote Similarity	0.6011	NPC477217
Remote Similarity	0.6011	NPC63931
Remote Similarity	0.6	NPC240130
Remote Similarity	0.6	NPC61332
Remote Similarity	0.6	NPC89489
Remote Similarity	0.599	NPC475532
Remote Similarity	0.599	NPC306804
Remote Similarity	0.5989	NPC77905
Remote Similarity	0.5989	NPC73655
Remote Similarity	0.5989	NPC197682
Remote Similarity	0.5988	NPC257390
Remote Similarity	0.5988	NPC35996
Remote Similarity	0.5988	NPC325479
Remote Similarity	0.597	NPC276430
Remote Similarity	0.5968	NPC24617
Remote Similarity	0.5967	NPC129666
Remote Similarity	0.5966	NPC476259
Remote Similarity	0.5964	NPC314192
Remote Similarity	0.5964	NPC202521
Remote Similarity	0.5955	NPC315283
Remote Similarity	0.5955	NPC314388
Remote Similarity	0.5949	NPC269750
Remote Similarity	0.5949	NPC194671
Remote Similarity	0.5944	NPC329761
Remote Similarity	0.5944	NPC225648
Remote Similarity	0.5943	NPC471265
Remote Similarity	0.5943	NPC471264
Remote Similarity	0.5941	NPC319766
Remote Similarity	0.5938	NPC329011
Remote Similarity	0.5936	NPC114806
Remote Similarity	0.5934	NPC475168
Remote Similarity	0.5934	NPC7817
Remote Similarity	0.5932	NPC168113
Remote Similarity	0.593	NPC157311
Remote Similarity	0.593	NPC130309
Remote Similarity	0.5926	NPC138293
Remote Similarity	0.5926	NPC113056
Remote Similarity	0.5924	NPC327481
Remote Similarity	0.5922	NPC313867
Remote Similarity	0.5922	NPC316008
Remote Similarity	0.592	NPC248283
Remote Similarity	0.592	NPC141050
Remote Similarity	0.5916	NPC315388
Remote Similarity	0.5914	NPC197743
Remote Similarity	0.5914	NPC297145
Remote Similarity	0.5912	NPC240848
Remote Similarity	0.5904	NPC73644
Remote Similarity	0.5904	NPC476990
Remote Similarity	0.5904	NPC27833
Remote Similarity	0.5904	NPC68650
Remote Similarity	0.5902	NPC233702
Remote Similarity	0.5899	NPC176226
Remote Similarity	0.5896	NPC246913
Remote Similarity	0.5896	NPC8761
Remote Similarity	0.5896	NPC44805
Remote Similarity	0.589	NPC197470
Remote Similarity	0.5889	NPC314358
Remote Similarity	0.5882	NPC222029
Remote Similarity	0.5882	NPC319320
Remote Similarity	0.5882	NPC287757
Remote Similarity	0.5877	NPC471155
Remote Similarity	0.5876	NPC155506
Remote Similarity	0.5876	NPC17698
Remote Similarity	0.5876	NPC477462
Remote Similarity	0.5876	NPC159767
Remote Similarity	0.5876	NPC279871
Remote Similarity	0.5876	NPC317725
Remote Similarity	0.5876	NPC326407

Drug Structure

NPD6839 OpenBabel08211710072D 43 46 0 0 1 0 0 0 0 0999 V2000 4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 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 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5000 -2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5000 -0.8660 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 1.7321 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 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 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -3.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 31 1 0 0 0 0 3 5 1 0 0 0 0 3 18 2 0 0 0 0 4 6 2 0 0 0 0 4 18 1 0 0 0 0 5 20 2 0 0 0 0 6 20 1 0 0 0 0 7 8 1 0 0 0 0 7 19 2 0 0 0 0 8 22 2 0 0 0 0 9 12 1 0 0 0 0 9 17 2 0 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 11 31 1 0 0 0 0 12 32 1 0 0 0 0 13 17 1 0 0 0 0 13 24 1 0 0 0 0 14 18 1 0 0 0 0 15 21 2 0 0 0 0 15 22 1 0 0 0 0 16 21 1 0 0 0 0 16 31 1 0 0 0 0 19 21 1 0 0 0 0 20 25 1 0 0 0 0 22 38 1 0 0 0 0 23 14 1 6 0 0 0 23 26 1 0 0 0 0 23 30 1 0 0 0 0 24 27 1 6 0 0 0 24 32 1 0 0 0 0 25 28 1 0 0 0 0 25 29 2 0 0 0 0 26 32 1 0 0 0 0 26 33 2 0 0 0 0 27 34 2 0 0 0 0 27 35 1 0 0 0 0 28 39 1 0 0 0 0 28 40 1 0 0 0 0 29 41 1 0 0 0 0 30 38 1 0 0 0 0 30 42 1 0 0 0 0 35 43 1 0 0 0 0 36 38 2 0 0 0 0 37 38 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015566
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	539.22
ALogP	-1.157
MLogP	3.22
XLogP	0.282
HDA	10
HBD	4
Rotatable Bonds	13
TPSA	165.27
RO5 Violation	0