NPASS drugs

Drug Information

Drug ID:	NPD4517
Drug Name:
Molecular Formula:	C21H24N6O5
Canonical SMILES:	OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)CCCc1cnc2c1c(N)[nH]c(=N)[nH]2
Standard InCHI:	InChI=1S/C21H24N6O5/c22-17-16-13(10-24-18(16)27-21(23)26-17)3-1-2-11-4-6-12(7-5-11)19(30)25-14(20(31)32)8-9-15(28)29/h4-7,10,14H,1-3,8-9H2,(H,25,30)(H,28,29)(H,31,32)(H5,22,23,24,26,27)/t14-/m0/s1
Standard InCHIKey:	WLGCEMWNUHSIIS-AWEZNQCLSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4517

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	180
0.1-0.2	1216
0.2-0.3	6007
0.3-0.4	14205
0.4-0.5	7558
0.5-0.6	1519
0.6-0.7	194
0.7-0.8	11
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	0.7917	NPC248862
Intermediate Similarity	0.7917	NPC328611
Intermediate Similarity	0.7824	NPC14849
Intermediate Similarity	0.7778	NPC147298
Intermediate Similarity	0.7778	NPC182057
Intermediate Similarity	0.7778	NPC131450
Intermediate Similarity	0.7202	NPC84317
Intermediate Similarity	0.717	NPC132636
Intermediate Similarity	0.7118	NPC154478
Intermediate Similarity	0.7078	NPC477937
Intermediate Similarity	0.7006	NPC300443
Remote Similarity	0.6994	NPC138293
Remote Similarity	0.6994	NPC113056
Remote Similarity	0.697	NPC177996
Remote Similarity	0.697	NPC147983
Remote Similarity	0.6937	NPC314835
Remote Similarity	0.6875	NPC66490
Remote Similarity	0.6867	NPC311658
Remote Similarity	0.686	NPC24617
Remote Similarity	0.6821	NPC114806
Remote Similarity	0.6752	NPC322433
Remote Similarity	0.6707	NPC314114
Remote Similarity	0.6703	NPC235194
Remote Similarity	0.6686	NPC469903
Remote Similarity	0.6667	NPC62104
Remote Similarity	0.6667	NPC1390
Remote Similarity	0.665	NPC471155
Remote Similarity	0.6632	NPC106118
Remote Similarity	0.6627	NPC478039
Remote Similarity	0.6616	NPC270241
Remote Similarity	0.661	NPC189116
Remote Similarity	0.6609	NPC324850
Remote Similarity	0.6599	NPC225400
Remote Similarity	0.6566	NPC472538
Remote Similarity	0.6566	NPC470786
Remote Similarity	0.6561	NPC471196
Remote Similarity	0.6561	NPC471195
Remote Similarity	0.6538	NPC71684
Remote Similarity	0.6536	NPC285926
Remote Similarity	0.6536	NPC315276
Remote Similarity	0.6536	NPC14672
Remote Similarity	0.6536	NPC239357
Remote Similarity	0.6534	NPC469902
Remote Similarity	0.6529	NPC324445
Remote Similarity	0.6517	NPC22883
Remote Similarity	0.6517	NPC217804
Remote Similarity	0.6517	NPC210377
Remote Similarity	0.6517	NPC5719
Remote Similarity	0.6513	NPC33742
Remote Similarity	0.649	NPC474584
Remote Similarity	0.648	NPC15068
Remote Similarity	0.6478	NPC101719
Remote Similarity	0.6474	NPC27833
Remote Similarity	0.6467	NPC319579
Remote Similarity	0.6464	NPC198254
Remote Similarity	0.6464	NPC274198
Remote Similarity	0.646	NPC313722
Remote Similarity	0.646	NPC111428
Remote Similarity	0.6444	NPC63040
Remote Similarity	0.6442	NPC207428
Remote Similarity	0.6441	NPC469901
Remote Similarity	0.6441	NPC469243
Remote Similarity	0.6437	NPC473002
Remote Similarity	0.6429	NPC77905
Remote Similarity	0.6415	NPC222466
Remote Similarity	0.6415	NPC22746
Remote Similarity	0.6409	NPC473000
Remote Similarity	0.6407	NPC238412
Remote Similarity	0.64	NPC473580
Remote Similarity	0.6395	NPC13470
Remote Similarity	0.6391	NPC52748
Remote Similarity	0.6374	NPC276506
Remote Similarity	0.6369	NPC200964
Remote Similarity	0.6359	NPC471199
Remote Similarity	0.6351	NPC67043
Remote Similarity	0.6348	NPC475544
Remote Similarity	0.6343	NPC117032
Remote Similarity	0.6341	NPC325479
Remote Similarity	0.6333	NPC223207
Remote Similarity	0.6331	NPC2823
Remote Similarity	0.6324	NPC196243
Remote Similarity	0.6319	NPC469904
Remote Similarity	0.6316	NPC329011
Remote Similarity	0.6313	NPC68650
Remote Similarity	0.6308	NPC472539
Remote Similarity	0.6308	NPC470787
Remote Similarity	0.6308	NPC472540
Remote Similarity	0.6307	NPC295021
Remote Similarity	0.6301	NPC2501
Remote Similarity	0.6298	NPC304074
Remote Similarity	0.6298	NPC471771
Remote Similarity	0.6298	NPC290755
Remote Similarity	0.6287	NPC285192
Remote Similarity	0.6286	NPC473341
Remote Similarity	0.6286	NPC122590
Remote Similarity	0.6282	NPC470545
Remote Similarity	0.628	NPC126458
Remote Similarity	0.628	NPC471197
Remote Similarity	0.6279	NPC119569
Remote Similarity	0.6277	NPC473404
Remote Similarity	0.6276	NPC472541
Remote Similarity	0.6276	NPC472542
Remote Similarity	0.6258	NPC473322
Remote Similarity	0.6257	NPC473003
Remote Similarity	0.625	NPC77992
Remote Similarity	0.625	NPC175726
Remote Similarity	0.625	NPC471198
Remote Similarity	0.625	NPC248601
Remote Similarity	0.625	NPC295548
Remote Similarity	0.625	NPC474082
Remote Similarity	0.625	NPC122553
Remote Similarity	0.6243	NPC471821
Remote Similarity	0.6243	NPC471820
Remote Similarity	0.6242	NPC220698
Remote Similarity	0.6242	NPC470546
Remote Similarity	0.6235	NPC161069
Remote Similarity	0.6235	NPC468984
Remote Similarity	0.6234	NPC35850
Remote Similarity	0.6234	NPC276949
Remote Similarity	0.623	NPC129486
Remote Similarity	0.6223	NPC153554
Remote Similarity	0.6221	NPC473804
Remote Similarity	0.6218	NPC470544
Remote Similarity	0.6216	NPC164859
Remote Similarity	0.6216	NPC475532
Remote Similarity	0.6213	NPC48202
Remote Similarity	0.62	NPC327481
Remote Similarity	0.619	NPC43755
Remote Similarity	0.6185	NPC135121
Remote Similarity	0.6183	NPC17698
Remote Similarity	0.6183	NPC165285
Remote Similarity	0.6176	NPC269398
Remote Similarity	0.6176	NPC207554
Remote Similarity	0.6176	NPC263493
Remote Similarity	0.6171	NPC237649
Remote Similarity	0.6171	NPC300596
Remote Similarity	0.6168	NPC141050
Remote Similarity	0.6165	NPC471194
Remote Similarity	0.6165	NPC471193
Remote Similarity	0.6163	NPC315266
Remote Similarity	0.6163	NPC477217
Remote Similarity	0.6163	NPC201244
Remote Similarity	0.6162	NPC355
Remote Similarity	0.6159	NPC311753
Remote Similarity	0.6154	NPC98424
Remote Similarity	0.6154	NPC470884
Remote Similarity	0.6154	NPC287358
Remote Similarity	0.6154	NPC92784
Remote Similarity	0.6154	NPC197470
Remote Similarity	0.6154	NPC476133
Remote Similarity	0.6154	NPC178662
Remote Similarity	0.615	NPC469900
Remote Similarity	0.6145	NPC194857
Remote Similarity	0.6145	NPC32858
Remote Similarity	0.614	NPC43477
Remote Similarity	0.6138	NPC472999
Remote Similarity	0.6138	NPC475685
Remote Similarity	0.6133	NPC73655
Remote Similarity	0.6131	NPC300299
Remote Similarity	0.6127	NPC136002
Remote Similarity	0.6121	NPC200589
Remote Similarity	0.6118	NPC239762
Remote Similarity	0.6118	NPC163392
Remote Similarity	0.6117	NPC72956
Remote Similarity	0.6117	NPC473001
Remote Similarity	0.6114	NPC473815
Remote Similarity	0.6104	NPC275410
Remote Similarity	0.6092	NPC138775
Remote Similarity	0.6087	NPC153980
Remote Similarity	0.6087	NPC6865
Remote Similarity	0.6084	NPC255447
Remote Similarity	0.6071	NPC474473
Remote Similarity	0.6069	NPC5620
Remote Similarity	0.6069	NPC209509
Remote Similarity	0.6064	NPC475607
Remote Similarity	0.6059	NPC473376
Remote Similarity	0.6054	NPC280022
Remote Similarity	0.6051	NPC61332
Remote Similarity	0.6051	NPC240130
Remote Similarity	0.6049	NPC35996
Remote Similarity	0.6049	NPC6975
Remote Similarity	0.6048	NPC40364
Remote Similarity	0.6047	NPC471164
Remote Similarity	0.6047	NPC139326
Remote Similarity	0.6044	NPC73644
Remote Similarity	0.6034	NPC262077
Remote Similarity	0.6033	NPC471130
Remote Similarity	0.6032	NPC474081
Remote Similarity	0.6029	NPC471191
Remote Similarity	0.6026	NPC476198
Remote Similarity	0.6024	NPC194562
Remote Similarity	0.6022	NPC469898
Remote Similarity	0.602	NPC477551
Remote Similarity	0.602	NPC276430
Remote Similarity	0.6012	NPC476978
Remote Similarity	0.6011	NPC475594
Remote Similarity	0.6011	NPC88970
Remote Similarity	0.601	NPC307396
Remote Similarity	0.6	NPC475761
Remote Similarity	0.6	NPC307437

Drug Structure

NPD4517 OpenBabel08211705262D 40 42 0 0 1 0 0 0 0 0999 V2000 4.1225 -1.2044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1006 -0.9965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4533 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3878 0.1625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7405 0.6977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6968 1.1136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0495 1.6488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6750 1.3215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3441 0.5783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0685 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4096 -0.0454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0277 1.8567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9840 2.2725 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.0351 -0.3727 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 1.7321 1.0000 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 6.3367 2.8078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9621 2.4805 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 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -1.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.3148 3.0157 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.7042 -1.1159 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0569 -0.5806 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6676 3.5509 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6312 1.7373 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2711 3.4315 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6239 3.9667 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7479 -1.5317 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6020 4.1747 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 11 1 0 0 0 0 3 13 1 0 0 0 0 4 6 1 0 0 0 0 4 11 2 0 0 0 0 5 7 2 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 12 1 0 0 0 0 8 9 1 0 0 0 0 9 15 1 0 0 0 0 10 13 2 0 0 0 0 10 24 1 0 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 14 8 1 6 0 0 0 14 20 1 0 0 0 0 14 25 1 0 0 0 0 15 28 2 0 0 0 0 15 29 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 17 22 1 0 0 0 0 17 26 1 0 0 0 0 18 24 2 0 0 0 0 18 27 1 0 0 0 0 19 25 1 0 0 0 0 19 30 2 0 0 0 0 20 31 2 0 0 0 0 20 32 1 0 0 0 0 21 23 2 0 0 0 0 21 26 1 0 0 0 0 21 27 1 0 0 0 0 22 33 1 0 0 0 0 22 34 1 0 0 0 0 23 35 1 0 0 0 0 25 36 1 0 0 0 0 26 37 1 0 0 0 0 27 38 1 0 0 0 0 29 39 1 0 0 0 0 32 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008437
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5487322
ChEBI
CAS Number

Drug Properties

Molecular Weight	440.18
ALogP	-3.395
MLogP	2.56
XLogP	0.616
HDA	11
HBD	7
Rotatable Bonds	14
TPSA	189.99
RO5 Violation	3