NPASS drugs

Drug Information

Drug ID:	NPD5272
Drug Name:	L-373890
Molecular Formula:	C22H30N6O4S
Canonical SMILES:	OC(=NCC1CCN(CC1)C(=N)N)Cn1c(C)ccc(c1=O)NS(=O)(=O)Cc1ccccc1
Standard InCHI:	InChI=1S/C22H30N6O4S/c1-16-7-8-19(26-33(31,32)15-18-5-3-2-4-6-18)21(30)28(16)14-20(29)25-13-17-9-11-27(12-10-17)22(23)24/h2-8,17,26H,9-15H2,1H3,(H3,23,24)(H,25,29)
Standard InCHIKey:	HKBQMUGJGVGZIB-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5272

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	109
0.1-0.2	2020
0.2-0.3	9982
0.3-0.4	14071
0.4-0.5	3803
0.5-0.6	795
0.6-0.7	105
0.7-0.8	5
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	0.7293	NPC476048
Intermediate Similarity	0.7222	NPC32858
Intermediate Similarity	0.7222	NPC194857
Intermediate Similarity	0.7143	NPC475013
Intermediate Similarity	0.7132	NPC239357
Remote Similarity	0.6947	NPC143516
Remote Similarity	0.6906	NPC220698
Remote Similarity	0.6894	NPC474973
Remote Similarity	0.6894	NPC474804
Remote Similarity	0.6894	NPC130898
Remote Similarity	0.6871	NPC325479
Remote Similarity	0.6853	NPC22746
Remote Similarity	0.6795	NPC13470
Remote Similarity	0.6763	NPC470544
Remote Similarity	0.6728	NPC154478
Remote Similarity	0.6714	NPC470545
Remote Similarity	0.6708	NPC84317
Remote Similarity	0.6667	NPC470546
Remote Similarity	0.6622	NPC300315
Remote Similarity	0.6573	NPC27833
Remote Similarity	0.6561	NPC311658
Remote Similarity	0.6544	NPC473676
Remote Similarity	0.6536	NPC132636
Remote Similarity	0.6528	NPC71684
Remote Similarity	0.6493	NPC275467
Remote Similarity	0.6484	NPC473661
Remote Similarity	0.648	NPC305602
Remote Similarity	0.648	NPC17497
Remote Similarity	0.6463	NPC101719
Remote Similarity	0.6458	NPC476990
Remote Similarity	0.6458	NPC200964
Remote Similarity	0.6443	NPC111428
Remote Similarity	0.6433	NPC322878
Remote Similarity	0.6414	NPC202521
Remote Similarity	0.6412	NPC472258
Remote Similarity	0.6408	NPC14672
Remote Similarity	0.6408	NPC315276
Remote Similarity	0.6408	NPC285926
Remote Similarity	0.6407	NPC5719
Remote Similarity	0.6407	NPC217804
Remote Similarity	0.6407	NPC210377
Remote Similarity	0.6407	NPC22883
Remote Similarity	0.6397	NPC471447
Remote Similarity	0.6395	NPC222466
Remote Similarity	0.6383	NPC33742
Remote Similarity	0.637	NPC252878
Remote Similarity	0.6369	NPC15068
Remote Similarity	0.6364	NPC62104
Remote Similarity	0.6364	NPC1390
Remote Similarity	0.6358	NPC14849
Remote Similarity	0.6358	NPC286551
Remote Similarity	0.6345	NPC302169
Remote Similarity	0.6343	NPC329375
Remote Similarity	0.6333	NPC473322
Remote Similarity	0.6331	NPC63040
Remote Similarity	0.6327	NPC46427
Remote Similarity	0.6327	NPC6975
Remote Similarity	0.6324	NPC473418
Remote Similarity	0.6323	NPC89489
Remote Similarity	0.6306	NPC468984
Remote Similarity	0.6289	NPC314114
Remote Similarity	0.6265	NPC24617
Remote Similarity	0.625	NPC255447
Remote Similarity	0.625	NPC254088
Remote Similarity	0.6243	NPC328611
Remote Similarity	0.6229	NPC131450
Remote Similarity	0.6229	NPC182057
Remote Similarity	0.6229	NPC147298
Remote Similarity	0.6228	NPC114806
Remote Similarity	0.622	NPC473002
Remote Similarity	0.622	NPC53492
Remote Similarity	0.6199	NPC315388
Remote Similarity	0.6184	NPC200589
Remote Similarity	0.6182	NPC469903
Remote Similarity	0.6159	NPC319766
Remote Similarity	0.6159	NPC473498
Remote Similarity	0.6159	NPC45033
Remote Similarity	0.6149	NPC248862
Remote Similarity	0.6136	NPC256452
Remote Similarity	0.6131	NPC473003
Remote Similarity	0.6129	NPC141050
Remote Similarity	0.6125	NPC478040
Remote Similarity	0.6125	NPC471680
Remote Similarity	0.6118	NPC113056
Remote Similarity	0.6118	NPC138293
Remote Similarity	0.6118	NPC469666
Remote Similarity	0.6115	NPC77992
Remote Similarity	0.6111	NPC105717
Remote Similarity	0.6107	NPC474082
Remote Similarity	0.6107	NPC175726
Remote Similarity	0.6098	NPC300443
Remote Similarity	0.6095	NPC68650
Remote Similarity	0.6095	NPC73655
Remote Similarity	0.6093	NPC477937
Remote Similarity	0.609	NPC317400
Remote Similarity	0.6084	NPC276949
Remote Similarity	0.6084	NPC35850
Remote Similarity	0.6076	NPC239762
Remote Similarity	0.6076	NPC163392
Remote Similarity	0.6074	NPC254798
Remote Similarity	0.6051	NPC138365
Remote Similarity	0.6039	NPC130309
Remote Similarity	0.6036	NPC469902
Remote Similarity	0.6024	NPC117032
Remote Similarity	0.6023	NPC189116
Remote Similarity	0.6013	NPC313722
Remote Similarity	0.6012	NPC324850
Remote Similarity	0.6012	NPC324445
Remote Similarity	0.6011	NPC153554
Remote Similarity	0.6	NPC207428
Remote Similarity	0.5987	NPC29650
Remote Similarity	0.5987	NPC314835
Remote Similarity	0.5976	NPC283783
Remote Similarity	0.5976	NPC469898
Remote Similarity	0.5965	NPC471051
Remote Similarity	0.5965	NPC471052
Remote Similarity	0.5965	NPC471053
Remote Similarity	0.5964	NPC473341
Remote Similarity	0.5962	NPC287401
Remote Similarity	0.5949	NPC127741
Remote Similarity	0.5944	NPC275410
Remote Similarity	0.5941	NPC469901
Remote Similarity	0.5941	NPC471527
Remote Similarity	0.594	NPC474974
Remote Similarity	0.594	NPC322040
Remote Similarity	0.5939	NPC475168
Remote Similarity	0.5939	NPC7817
Remote Similarity	0.5926	NPC201244
Remote Similarity	0.5926	NPC477217
Remote Similarity	0.5924	NPC474473
Remote Similarity	0.592	NPC66490
Remote Similarity	0.592	NPC280022
Remote Similarity	0.592	NPC129486
Remote Similarity	0.592	NPC469904
Remote Similarity	0.5917	NPC326349
Remote Similarity	0.5917	NPC323336
Remote Similarity	0.5909	NPC475532
Remote Similarity	0.5897	NPC246079
Remote Similarity	0.5896	NPC303045
Remote Similarity	0.5896	NPC161972
Remote Similarity	0.5893	NPC473580
Remote Similarity	0.5886	NPC300299
Remote Similarity	0.5886	NPC198254
Remote Similarity	0.5886	NPC276506
Remote Similarity	0.5886	NPC274198
Remote Similarity	0.5876	NPC165285
Remote Similarity	0.5864	NPC52748
Remote Similarity	0.5854	NPC135121
Remote Similarity	0.5852	NPC471320
Remote Similarity	0.5852	NPC25565
Remote Similarity	0.5852	NPC471319
Remote Similarity	0.5849	NPC471264
Remote Similarity	0.5849	NPC43755
Remote Similarity	0.5849	NPC471265
Remote Similarity	0.5849	NPC68865
Remote Similarity	0.5848	NPC469243
Remote Similarity	0.5848	NPC475544
Remote Similarity	0.5843	NPC196243
Remote Similarity	0.5839	NPC476989
Remote Similarity	0.5839	NPC130251
Remote Similarity	0.5838	NPC223207
Remote Similarity	0.5833	NPC472999
Remote Similarity	0.5833	NPC470902
Remote Similarity	0.5828	NPC315266
Remote Similarity	0.5823	NPC248283
Remote Similarity	0.5822	NPC246904
Remote Similarity	0.582	NPC472542
Remote Similarity	0.582	NPC472541
Remote Similarity	0.5818	NPC9373
Remote Similarity	0.5817	NPC474479
Remote Similarity	0.5813	NPC98424
Remote Similarity	0.5813	NPC178662
Remote Similarity	0.5813	NPC470884
Remote Similarity	0.5813	NPC92784
Remote Similarity	0.5813	NPC476133
Remote Similarity	0.5809	NPC473501
Remote Similarity	0.5809	NPC311242
Remote Similarity	0.5809	NPC475439
Remote Similarity	0.5805	NPC304074
Remote Similarity	0.5805	NPC471771
Remote Similarity	0.5805	NPC290755
Remote Similarity	0.5802	NPC161069
Remote Similarity	0.5802	NPC470301
Remote Similarity	0.5802	NPC262393
Remote Similarity	0.5801	NPC473404
Remote Similarity	0.5793	NPC474584
Remote Similarity	0.5792	NPC307396
Remote Similarity	0.5789	NPC328683
Remote Similarity	0.5789	NPC104345
Remote Similarity	0.5789	NPC283130
Remote Similarity	0.5784	NPC102959
Remote Similarity	0.5779	NPC322433
Remote Similarity	0.5778	NPC108339
Remote Similarity	0.5776	NPC268841
Remote Similarity	0.5776	NPC83214
Remote Similarity	0.5776	NPC46098
Remote Similarity	0.5776	NPC307357
Remote Similarity	0.5776	NPC476259
Remote Similarity	0.5769	NPC179224
Remote Similarity	0.5767	NPC472540

Drug Structure

NPD5272 OpenBabel08211706322D 38 40 0 0 0 0 0 0 0 0999 V2000 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 2.5981 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 -3.0000 1.7321 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 -2.5000 0.8660 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 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 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 -1.0000 0.0000 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 0.5000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 N 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 -1.7321 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 1.0000 -0.0000 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 -9.5263 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 0.5000 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 -5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 18 2 0 0 0 0 6 18 1 0 0 0 0 7 8 1 0 0 0 0 7 16 2 0 0 0 0 8 19 2 0 0 0 0 9 11 1 0 0 0 0 9 17 1 0 0 0 0 10 12 1 0 0 0 0 10 17 1 0 0 0 0 11 27 1 0 0 0 0 12 27 1 0 0 0 0 13 17 1 0 0 0 0 13 25 1 0 0 0 0 14 20 1 0 0 0 0 14 28 1 0 0 0 0 15 18 1 0 0 0 0 15 33 1 0 0 0 0 16 28 1 0 0 0 0 19 21 1 0 0 0 0 19 26 1 0 0 0 0 20 25 2 3 0 0 0 20 29 1 0 0 0 0 21 28 1 0 0 0 0 21 30 2 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 22 27 1 0 0 0 0 23 34 1 0 0 0 0 24 35 1 0 0 0 0 24 36 1 0 0 0 0 26 33 1 0 0 0 0 26 37 1 0 0 0 0 29 38 1 0 0 0 0 31 33 2 0 0 0 0 32 33 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013338
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	474.20
ALogP	-2.9026
MLogP	2.67
XLogP	3.72
HDA	10
HBD	4
Rotatable Bonds	12
TPSA	160.56
RO5 Violation	0