NPASS drugs

Drug Information

Drug ID:	NPD4564
Drug Name:
Molecular Formula:	C21H25N5O6
Canonical SMILES:	OC(=O)CCC(C(=O)O)NC(=O)c1ccc(cc1)CCC1CNc2c(C1)c(O)nc(=N)[nH]2
Standard InCHI:	InChI=1S/C21H25N5O6/c22-21-25-17-14(19(30)26-21)9-12(10-23-17)2-1-11-3-5-13(6-4-11)18(29)24-15(20(31)32)7-8-16(27)28/h3-6,12,15H,1-2,7-10H2,(H,24,29)(H,27,28)(H,31,32)(H4,22,23,25,26,30)
Standard InCHIKey:	ZUQBAQVRAURMCL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4564

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	194
0.1-0.2	844
0.2-0.3	4581
0.3-0.4	11978
0.4-0.5	11003
0.5-0.6	1980
0.6-0.7	293
0.7-0.8	11
0.8-0.85	6
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	0.8313	NPC248862
Intermediate Similarity	0.8313	NPC328611
Intermediate Similarity	0.8214	NPC14849
Intermediate Similarity	0.8166	NPC182057
Intermediate Similarity	0.8166	NPC131450
Intermediate Similarity	0.8166	NPC147298
Intermediate Similarity	0.7337	NPC24617
Intermediate Similarity	0.7294	NPC114806
Intermediate Similarity	0.7289	NPC300443
Intermediate Similarity	0.7256	NPC311658
Intermediate Similarity	0.7241	NPC66490
Intermediate Similarity	0.7176	NPC84317
Intermediate Similarity	0.7143	NPC132636
Intermediate Similarity	0.7125	NPC314835
Intermediate Similarity	0.7093	NPC154478
Intermediate Similarity	0.7051	NPC477937
Intermediate Similarity	0.7049	NPC235194
Remote Similarity	0.6988	NPC314114
Remote Similarity	0.6974	NPC471155
Remote Similarity	0.6974	NPC472538
Remote Similarity	0.6971	NPC189116
Remote Similarity	0.6971	NPC113056
Remote Similarity	0.6971	NPC138293
Remote Similarity	0.6941	NPC473341
Remote Similarity	0.6939	NPC270241
Remote Similarity	0.6936	NPC1390
Remote Similarity	0.6936	NPC62104
Remote Similarity	0.6923	NPC225400
Remote Similarity	0.6888	NPC470786
Remote Similarity	0.686	NPC469903
Remote Similarity	0.6855	NPC111428
Remote Similarity	0.6816	NPC274198
Remote Similarity	0.6816	NPC198254
Remote Similarity	0.6805	NPC478039
Remote Similarity	0.6788	NPC238412
Remote Similarity	0.6788	NPC106118
Remote Similarity	0.6782	NPC147983
Remote Similarity	0.6782	NPC177996
Remote Similarity	0.678	NPC5719
Remote Similarity	0.678	NPC210377
Remote Similarity	0.678	NPC217804
Remote Similarity	0.678	NPC22883
Remote Similarity	0.6758	NPC196243
Remote Similarity	0.6742	NPC15068
Remote Similarity	0.6731	NPC71684
Remote Similarity	0.6722	NPC276506
Remote Similarity	0.6711	NPC33742
Remote Similarity	0.6705	NPC469902
Remote Similarity	0.6704	NPC63040
Remote Similarity	0.6703	NPC473404
Remote Similarity	0.6689	NPC474584
Remote Similarity	0.6686	NPC324850
Remote Similarity	0.6667	NPC101719
Remote Similarity	0.6667	NPC13470
Remote Similarity	0.6632	NPC471195
Remote Similarity	0.6632	NPC471196
Remote Similarity	0.6627	NPC77992
Remote Similarity	0.6625	NPC322433
Remote Similarity	0.661	NPC469243
Remote Similarity	0.6604	NPC222466
Remote Similarity	0.6604	NPC22746
Remote Similarity	0.6592	NPC223207
Remote Similarity	0.6587	NPC48202
Remote Similarity	0.6575	NPC469904
Remote Similarity	0.6575	NPC129486
Remote Similarity	0.6575	NPC473000
Remote Similarity	0.6573	NPC68650
Remote Similarity	0.6571	NPC473580
Remote Similarity	0.657	NPC2501
Remote Similarity	0.6566	NPC295548
Remote Similarity	0.6557	NPC475532
Remote Similarity	0.6556	NPC304074
Remote Similarity	0.6556	NPC290755
Remote Similarity	0.6556	NPC471771
Remote Similarity	0.6556	NPC319579
Remote Similarity	0.6553	NPC248601
Remote Similarity	0.6552	NPC122590
Remote Similarity	0.6545	NPC240130
Remote Similarity	0.6545	NPC61332
Remote Similarity	0.6524	NPC325479
Remote Similarity	0.6522	NPC165285
Remote Similarity	0.6517	NPC475544
Remote Similarity	0.6517	NPC473003
Remote Similarity	0.6516	NPC315276
Remote Similarity	0.6516	NPC285926
Remote Similarity	0.6516	NPC14672
Remote Similarity	0.6516	NPC239357
Remote Similarity	0.6513	NPC471199
Remote Similarity	0.6509	NPC77905
Remote Similarity	0.6508	NPC307396
Remote Similarity	0.6488	NPC239762
Remote Similarity	0.6488	NPC163392
Remote Similarity	0.6474	NPC470545
Remote Similarity	0.6471	NPC52748
Remote Similarity	0.6471	NPC153554
Remote Similarity	0.6463	NPC255447
Remote Similarity	0.6456	NPC200964
Remote Similarity	0.6446	NPC474473
Remote Similarity	0.6443	NPC302715
Remote Similarity	0.6443	NPC67043
Remote Similarity	0.6442	NPC311753
Remote Similarity	0.6442	NPC473322
Remote Similarity	0.6437	NPC475168
Remote Similarity	0.6437	NPC7817
Remote Similarity	0.6436	NPC285192
Remote Similarity	0.6433	NPC220698
Remote Similarity	0.6433	NPC315266
Remote Similarity	0.6433	NPC470546
Remote Similarity	0.6432	NPC17698
Remote Similarity	0.6429	NPC472541
Remote Similarity	0.6429	NPC472542
Remote Similarity	0.6425	NPC469901
Remote Similarity	0.6425	NPC471197
Remote Similarity	0.6425	NPC276430
Remote Similarity	0.642	NPC470902
Remote Similarity	0.642	NPC473002
Remote Similarity	0.6414	NPC477551
Remote Similarity	0.6412	NPC43477
Remote Similarity	0.641	NPC470544
Remote Similarity	0.6405	NPC329011
Remote Similarity	0.64	NPC327481
Remote Similarity	0.6394	NPC471198
Remote Similarity	0.6393	NPC280022
Remote Similarity	0.6378	NPC472539
Remote Similarity	0.6378	NPC472540
Remote Similarity	0.6378	NPC470787
Remote Similarity	0.6364	NPC473001
Remote Similarity	0.6359	NPC46009
Remote Similarity	0.6358	NPC135121
Remote Similarity	0.6354	NPC471053
Remote Similarity	0.6354	NPC471051
Remote Similarity	0.6354	NPC471052
Remote Similarity	0.6354	NPC94862
Remote Similarity	0.6352	NPC27833
Remote Similarity	0.6344	NPC477462
Remote Similarity	0.6337	NPC5620
Remote Similarity	0.6337	NPC313867
Remote Similarity	0.6337	NPC209509
Remote Similarity	0.6337	NPC316008
Remote Similarity	0.6335	NPC6975
Remote Similarity	0.6333	NPC471527
Remote Similarity	0.633	NPC194671
Remote Similarity	0.633	NPC119652
Remote Similarity	0.633	NPC97526
Remote Similarity	0.633	NPC269750
Remote Similarity	0.6324	NPC355
Remote Similarity	0.6323	NPC276949
Remote Similarity	0.6323	NPC35850
Remote Similarity	0.6322	NPC471820
Remote Similarity	0.6322	NPC471821
Remote Similarity	0.6321	NPC102959
Remote Similarity	0.6316	NPC161069
Remote Similarity	0.6313	NPC477552
Remote Similarity	0.6313	NPC477550
Remote Similarity	0.631	NPC469900
Remote Similarity	0.6309	NPC164859
Remote Similarity	0.6301	NPC314358
Remote Similarity	0.6294	NPC477639
Remote Similarity	0.629	NPC306804
Remote Similarity	0.6289	NPC60516
Remote Similarity	0.6284	NPC61004
Remote Similarity	0.6279	NPC476978
Remote Similarity	0.6279	NPC315283
Remote Similarity	0.6279	NPC314388
Remote Similarity	0.6269	NPC473815
Remote Similarity	0.6265	NPC126458
Remote Similarity	0.6257	NPC263493
Remote Similarity	0.6257	NPC269398
Remote Similarity	0.625	NPC141050
Remote Similarity	0.6244	NPC477638
Remote Similarity	0.6244	NPC477632
Remote Similarity	0.6243	NPC471680
Remote Similarity	0.6243	NPC477217
Remote Similarity	0.6243	NPC201244
Remote Similarity	0.6242	NPC197470
Remote Similarity	0.6235	NPC98424
Remote Similarity	0.6235	NPC474082
Remote Similarity	0.6235	NPC92784
Remote Similarity	0.6235	NPC476133
Remote Similarity	0.6235	NPC122553
Remote Similarity	0.6235	NPC287358
Remote Similarity	0.6235	NPC175726
Remote Similarity	0.6235	NPC178662
Remote Similarity	0.6235	NPC470884
Remote Similarity	0.6235	NPC35996
Remote Similarity	0.6232	NPC471194
Remote Similarity	0.6232	NPC471193
Remote Similarity	0.6229	NPC246412
Remote Similarity	0.6222	NPC297145
Remote Similarity	0.6222	NPC197743
Remote Similarity	0.6221	NPC468984
Remote Similarity	0.6221	NPC139326
Remote Similarity	0.6216	NPC315388
Remote Similarity	0.6211	NPC202521
Remote Similarity	0.6209	NPC73655
Remote Similarity	0.6209	NPC73644
Remote Similarity	0.6205	NPC200589
Remote Similarity	0.6193	NPC129666
Remote Similarity	0.6193	NPC254798
Remote Similarity	0.6188	NPC469898

Drug Structure

NPD4564 OpenBabel08211705262D 39 41 0 0 1 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 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 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 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 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 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 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 -5.1962 -1.0000 0.0000 C 0 0 3 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 -0.0000 2.0000 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 -0.8660 0.5000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -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 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 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 -6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 -1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 11 1 0 0 0 0 2 12 1 0 0 0 0 3 5 1 0 0 0 0 3 11 2 0 0 0 0 4 6 2 0 0 0 0 4 11 1 0 0 0 0 5 13 2 0 0 0 0 6 13 1 0 0 0 0 7 8 1 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 12 1 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 10 23 1 0 0 0 0 13 18 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 15 24 1 0 0 0 0 16 27 2 0 0 0 0 16 28 1 0 0 0 0 17 23 1 0 0 0 0 17 25 1 0 0 0 0 18 24 1 0 0 0 0 18 29 2 0 0 0 0 19 26 2 0 0 0 0 19 30 1 0 0 0 0 20 31 2 0 0 0 0 20 32 1 0 0 0 0 21 22 2 0 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 22 33 1 0 0 0 0 23 34 1 0 0 0 0 24 35 1 0 0 0 0 25 36 1 0 0 0 0 28 37 1 0 0 0 0 30 38 1 0 0 0 0 32 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC006554
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	1773
ChEBI
CAS Number

Drug Properties

Molecular Weight	443.18
ALogP	-2.0049
MLogP	2.56
XLogP	2.57
HDA	11
HBD	7
Rotatable Bonds	13
TPSA	184.2
RO5 Violation	2