NPASS drugs

Drug Information

Drug ID:	NPD5301
Drug Name:
Molecular Formula:	C22H31N5O4
Canonical SMILES:	OC(=O)CN[C@@H](C(=O)N1CC[C@H]1C(=NCc1ccc(cc1)C(=N)N)O)C1CCCCC1
Standard InCHI:	InChI=1S/C22H31N5O4/c23-20(24)16-8-6-14(7-9-16)12-26-21(30)17-10-11-27(17)22(31)19(25-13-18(28)29)15-4-2-1-3-5-15/h6-9,15,17,19,25H,1-5,10-13H2,(H3,23,24)(H,26,30)(H,28,29)/t17-,19+/m0/s1
Standard InCHIKey:	DKWNMCUOEDMMIN-PKOBYXMFSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5301

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	119
0.1-0.2	1034
0.2-0.3	6465
0.3-0.4	15500
0.4-0.5	5987
0.5-0.6	1416
0.6-0.7	292
0.7-0.8	76
0.8-0.85	1
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	0.8227	NPC132636
Intermediate Similarity	0.7926	NPC71684
Intermediate Similarity	0.777	NPC477937
Intermediate Similarity	0.763	NPC470545
Intermediate Similarity	0.76	NPC311658
Intermediate Similarity	0.7574	NPC470546
Intermediate Similarity	0.7571	NPC101719
Intermediate Similarity	0.7556	NPC470544
Intermediate Similarity	0.7535	NPC111428
Intermediate Similarity	0.75	NPC222466
Intermediate Similarity	0.7464	NPC200964
Intermediate Similarity	0.745	NPC468984
Intermediate Similarity	0.7426	NPC239357
Intermediate Similarity	0.7413	NPC473322
Intermediate Similarity	0.7388	NPC474584
Intermediate Similarity	0.7372	NPC469903
Intermediate Similarity	0.7368	NPC319579
Intermediate Similarity	0.7299	NPC14672
Intermediate Similarity	0.7299	NPC285926
Intermediate Similarity	0.7299	NPC315276
Intermediate Similarity	0.7296	NPC469243
Intermediate Similarity	0.7285	NPC52748
Intermediate Similarity	0.7254	NPC22746
Intermediate Similarity	0.7241	NPC200589
Intermediate Similarity	0.7233	NPC1390
Intermediate Similarity	0.7233	NPC62104
Intermediate Similarity	0.723	NPC314835
Intermediate Similarity	0.7219	NPC161069
Intermediate Similarity	0.7192	NPC255447
Intermediate Similarity	0.719	NPC314114
Intermediate Similarity	0.7188	NPC475544
Intermediate Similarity	0.7188	NPC469902
Intermediate Similarity	0.717	NPC324850
Intermediate Similarity	0.7161	NPC13470
Intermediate Similarity	0.716	NPC223207
Intermediate Similarity	0.7153	NPC33742
Intermediate Similarity	0.7152	NPC473580
Intermediate Similarity	0.7134	NPC122590
Intermediate Similarity	0.7133	NPC476133
Intermediate Similarity	0.7133	NPC98424
Intermediate Similarity	0.7133	NPC470884
Intermediate Similarity	0.7133	NPC92784
Intermediate Similarity	0.7133	NPC178662
Intermediate Similarity	0.7124	NPC315266
Intermediate Similarity	0.7124	NPC209509
Intermediate Similarity	0.7117	NPC290755
Intermediate Similarity	0.7117	NPC471771
Intermediate Similarity	0.7117	NPC304074
Intermediate Similarity	0.7105	NPC77905
Intermediate Similarity	0.7097	NPC471821
Intermediate Similarity	0.7097	NPC471820
Intermediate Similarity	0.7091	NPC198254
Intermediate Similarity	0.7091	NPC274198
Intermediate Similarity	0.7089	NPC473002
Intermediate Similarity	0.7086	NPC163392
Intermediate Similarity	0.7086	NPC239762
Intermediate Similarity	0.708	NPC35850
Intermediate Similarity	0.708	NPC276949
Intermediate Similarity	0.7078	NPC262077
Intermediate Similarity	0.7071	NPC220698
Intermediate Similarity	0.707	NPC300443
Intermediate Similarity	0.7068	NPC327481
Intermediate Similarity	0.7067	NPC127741
Intermediate Similarity	0.7063	NPC6975
Intermediate Similarity	0.7059	NPC329011
Intermediate Similarity	0.7055	NPC22883
Intermediate Similarity	0.7055	NPC210377
Intermediate Similarity	0.7055	NPC5719
Intermediate Similarity	0.7055	NPC217804
Intermediate Similarity	0.7055	NPC189116
Intermediate Similarity	0.7051	NPC2501
Intermediate Similarity	0.7047	NPC141050
Intermediate Similarity	0.7039	NPC263493
Intermediate Similarity	0.7039	NPC269398
Intermediate Similarity	0.7032	NPC138775
Intermediate Similarity	0.7025	NPC473341
Intermediate Similarity	0.7012	NPC15068
Remote Similarity	0.6993	NPC139326
Remote Similarity	0.6992	NPC67043
Remote Similarity	0.6988	NPC276506
Remote Similarity	0.6975	NPC469901
Remote Similarity	0.6974	NPC476259
Remote Similarity	0.6974	NPC46098
Remote Similarity	0.6974	NPC268841
Remote Similarity	0.6974	NPC307357
Remote Similarity	0.697	NPC63040
Remote Similarity	0.697	NPC164859
Remote Similarity	0.6954	NPC68865
Remote Similarity	0.6944	NPC474082
Remote Similarity	0.6944	NPC175726
Remote Similarity	0.6944	NPC35996
Remote Similarity	0.6928	NPC469904
Remote Similarity	0.6923	NPC202521
Remote Similarity	0.6923	NPC196243
Remote Similarity	0.6903	NPC477217
Remote Similarity	0.6903	NPC201244
Remote Similarity	0.6903	NPC5620
Remote Similarity	0.6883	NPC197682
Remote Similarity	0.6883	NPC176226
Remote Similarity	0.6882	NPC14849
Remote Similarity	0.6879	NPC105717
Remote Similarity	0.6871	NPC473003
Remote Similarity	0.6871	NPC319766
Remote Similarity	0.6871	NPC471527
Remote Similarity	0.6866	NPC473418
Remote Similarity	0.6864	NPC328611
Remote Similarity	0.6864	NPC165285
Remote Similarity	0.6857	NPC197470
Remote Similarity	0.6853	NPC476990
Remote Similarity	0.6852	NPC84317
Remote Similarity	0.6846	NPC130309
Remote Similarity	0.6842	NPC131450
Remote Similarity	0.6842	NPC182057
Remote Similarity	0.6842	NPC471265
Remote Similarity	0.6842	NPC471264
Remote Similarity	0.6842	NPC147298
Remote Similarity	0.6839	NPC476978
Remote Similarity	0.6835	NPC254798
Remote Similarity	0.6818	NPC168113
Remote Similarity	0.6815	NPC135121
Remote Similarity	0.6815	NPC45033
Remote Similarity	0.681	NPC24617
Remote Similarity	0.6805	NPC475532
Remote Similarity	0.6795	NPC313867
Remote Similarity	0.6795	NPC316008
Remote Similarity	0.6792	NPC7817
Remote Similarity	0.6792	NPC475168
Remote Similarity	0.6768	NPC154478
Remote Similarity	0.6768	NPC114806
Remote Similarity	0.6765	NPC248862
Remote Similarity	0.6759	NPC252878
Remote Similarity	0.6752	NPC314358
Remote Similarity	0.6748	NPC197743
Remote Similarity	0.6748	NPC297145
Remote Similarity	0.6747	NPC63931
Remote Similarity	0.6736	NPC27833
Remote Similarity	0.6731	NPC314388
Remote Similarity	0.6731	NPC315283
Remote Similarity	0.673	NPC129666
Remote Similarity	0.6726	NPC129486
Remote Similarity	0.6713	NPC314992
Remote Similarity	0.6712	NPC46427
Remote Similarity	0.6711	NPC248283
Remote Similarity	0.671	NPC469426
Remote Similarity	0.671	NPC469427
Remote Similarity	0.6709	NPC329761
Remote Similarity	0.6709	NPC225648
Remote Similarity	0.6708	NPC286551
Remote Similarity	0.6705	NPC153554
Remote Similarity	0.6689	NPC325479
Remote Similarity	0.6687	NPC471051
Remote Similarity	0.6687	NPC471052
Remote Similarity	0.6687	NPC471053
Remote Similarity	0.6686	NPC473001
Remote Similarity	0.6667	NPC17698
Remote Similarity	0.6667	NPC470902
Remote Similarity	0.6667	NPC240848
Remote Similarity	0.6667	NPC300315
Remote Similarity	0.6643	NPC169328
Remote Similarity	0.6628	NPC469900
Remote Similarity	0.6627	NPC473000
Remote Similarity	0.6627	NPC73655
Remote Similarity	0.6627	NPC280022
Remote Similarity	0.6617	NPC12730
Remote Similarity	0.6604	NPC145113
Remote Similarity	0.6604	NPC16188
Remote Similarity	0.6601	NPC474473
Remote Similarity	0.6597	NPC310467
Remote Similarity	0.6592	NPC240130
Remote Similarity	0.6592	NPC61332
Remote Similarity	0.6591	NPC293628
Remote Similarity	0.6591	NPC122493
Remote Similarity	0.6591	NPC10781
Remote Similarity	0.6582	NPC322878
Remote Similarity	0.6581	NPC89489
Remote Similarity	0.6579	NPC246079
Remote Similarity	0.6577	NPC322433
Remote Similarity	0.6573	NPC2265
Remote Similarity	0.6571	NPC473404
Remote Similarity	0.657	NPC477462
Remote Similarity	0.6569	NPC473498
Remote Similarity	0.6556	NPC325651
Remote Similarity	0.6543	NPC233702
Remote Similarity	0.6543	NPC162104
Remote Similarity	0.6541	NPC322598
Remote Similarity	0.6536	NPC287401
Remote Similarity	0.6533	NPC105114
Remote Similarity	0.6533	NPC152850
Remote Similarity	0.6533	NPC89923
Remote Similarity	0.6533	NPC71933
Remote Similarity	0.6533	NPC239990
Remote Similarity	0.6529	NPC315388
Remote Similarity	0.6516	NPC43755
Remote Similarity	0.6512	NPC306804
Remote Similarity	0.651	NPC4974
Remote Similarity	0.651	NPC47667
Remote Similarity	0.6509	NPC61004
Remote Similarity	0.6507	NPC478014
Remote Similarity	0.6507	NPC478016
Remote Similarity	0.6507	NPC478015

Drug Structure

NPD5301 OpenBabel08211706322D 37 39 0 0 1 0 0 0 0 0999 V2000 -3.7944 3.5696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8284 3.8284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0532 2.6037 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 -3.3461 1.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0532 2.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6049 0.9306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0191 2.3449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5708 0.6718 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3801 2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3461 1.8966 0.0000 C 0 0 0 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 6.2779 1.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.1566 -0.7424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 1.4483 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.2438 1.1201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 1.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 1.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5027 0.1542 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.9509 1.8272 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 0.4824 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6730 1.4483 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 -4.1225 -1.0012 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4495 -1.4495 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4483 2.6730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 2.6730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7956 -0.5529 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4686 -0.1046 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9169 1.5684 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2247 -0.2247 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7083 -2.4154 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1554 3.3801 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 15 1 0 0 0 0 5 15 1 0 0 0 0 6 8 1 0 0 0 0 6 14 2 0 0 0 0 7 9 2 0 0 0 0 7 14 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 11 1 0 0 0 0 10 17 1 0 0 0 0 11 27 1 0 0 0 0 12 14 1 0 0 0 0 12 26 1 0 0 0 0 13 18 1 0 0 0 0 13 25 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 6 0 0 0 17 27 1 0 0 0 0 18 28 2 0 0 0 0 18 29 1 0 0 0 0 19 22 1 6 0 0 0 19 25 1 0 0 0 0 20 23 1 0 0 0 0 20 24 2 0 0 0 0 21 26 2 3 0 0 0 21 30 1 0 0 0 0 22 27 1 0 0 0 0 22 31 2 0 0 0 0 23 32 1 0 0 0 0 23 33 1 0 0 0 0 24 34 1 0 0 0 0 25 35 1 0 0 0 0 29 36 1 0 0 0 0 30 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC006574
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	183797
ChEBI
CAS Number

Drug Properties

Molecular Weight	429.24
ALogP	-3.5171
MLogP	2.89
XLogP	0.25
HDA	9
HBD	5
Rotatable Bonds	13
TPSA	152.1
RO5 Violation	0