NPASS drugs

Drug Information

Drug ID:	NPD2887
Drug Name:
Molecular Formula:	C18H19N3O5
Canonical SMILES:	OC(=O)[C@H](Cc1ccc(cc1)N(=O)=O)NCN=C(Cc1ccccc1)O
Standard InCHI:	InChI=1S/C18H19N3O5/c22-17(11-13-4-2-1-3-5-13)20-12-19-16(18(23)24)10-14-6-8-15(9-7-14)21(25)26/h1-9,16,19H,10-12H2,(H,20,22)(H,23,24)/t16-/m0/s1
Standard InCHIKey:	MALANEHOOMRDSZ-INIZCTEOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2887

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	134
0.1-0.2	1060
0.2-0.3	6054
0.3-0.4	13489
0.4-0.5	7560
0.5-0.6	2257
0.6-0.7	320
0.7-0.8	16
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	0.777	NPC287358
Intermediate Similarity	0.7569	NPC477937
Intermediate Similarity	0.7556	NPC319579
Intermediate Similarity	0.7317	NPC189116
Intermediate Similarity	0.7194	NPC474584
Intermediate Similarity	0.7122	NPC329011
Intermediate Similarity	0.7117	NPC63370
Intermediate Similarity	0.7117	NPC36836
Intermediate Similarity	0.7089	NPC472242
Intermediate Similarity	0.7078	NPC132636
Intermediate Similarity	0.7059	NPC67043
Intermediate Similarity	0.7059	NPC314835
Intermediate Similarity	0.7037	NPC164859
Intermediate Similarity	0.7027	NPC474926
Intermediate Similarity	0.7007	NPC35996
Intermediate Similarity	0.7007	NPC327481
Remote Similarity	0.6986	NPC71684
Remote Similarity	0.698	NPC322433
Remote Similarity	0.6954	NPC325651
Remote Similarity	0.6943	NPC43477
Remote Similarity	0.6923	NPC197470
Remote Similarity	0.6919	NPC248862
Remote Similarity	0.6918	NPC314114
Remote Similarity	0.6899	NPC472241
Remote Similarity	0.6894	NPC254798
Remote Similarity	0.6883	NPC474473
Remote Similarity	0.6867	NPC314278
Remote Similarity	0.6821	NPC72473
Remote Similarity	0.6821	NPC58827
Remote Similarity	0.6821	NPC328611
Remote Similarity	0.6821	NPC307437
Remote Similarity	0.6795	NPC159589
Remote Similarity	0.6788	NPC469903
Remote Similarity	0.6743	NPC14849
Remote Similarity	0.6733	NPC317758
Remote Similarity	0.6732	NPC314431
Remote Similarity	0.673	NPC316202
Remote Similarity	0.6728	NPC259678
Remote Similarity	0.6728	NPC478039
Remote Similarity	0.6708	NPC190945
Remote Similarity	0.6705	NPC182057
Remote Similarity	0.6705	NPC147298
Remote Similarity	0.6705	NPC131450
Remote Similarity	0.6691	NPC12730
Remote Similarity	0.6691	NPC476198
Remote Similarity	0.6689	NPC4974
Remote Similarity	0.6689	NPC205946
Remote Similarity	0.6689	NPC47667
Remote Similarity	0.6686	NPC68650
Remote Similarity	0.6667	NPC10781
Remote Similarity	0.6667	NPC293628
Remote Similarity	0.6667	NPC314992
Remote Similarity	0.6667	NPC472243
Remote Similarity	0.6667	NPC122493
Remote Similarity	0.6646	NPC300596
Remote Similarity	0.6646	NPC237649
Remote Similarity	0.6646	NPC159722
Remote Similarity	0.6645	NPC476687
Remote Similarity	0.6645	NPC476689
Remote Similarity	0.6645	NPC476685
Remote Similarity	0.6645	NPC326966
Remote Similarity	0.6627	NPC469902
Remote Similarity	0.6604	NPC48202
Remote Similarity	0.6599	NPC470545
Remote Similarity	0.6564	NPC311658
Remote Similarity	0.6561	NPC253476
Remote Similarity	0.6558	NPC111428
Remote Similarity	0.6554	NPC15573
Remote Similarity	0.6554	NPC217372
Remote Similarity	0.6554	NPC470546
Remote Similarity	0.6554	NPC183662
Remote Similarity	0.6544	NPC324569
Remote Similarity	0.6543	NPC314287
Remote Similarity	0.6531	NPC470544
Remote Similarity	0.6531	NPC2265
Remote Similarity	0.6529	NPC469243
Remote Similarity	0.6522	NPC468984
Remote Similarity	0.6517	NPC219336
Remote Similarity	0.6517	NPC283219
Remote Similarity	0.6507	NPC205652
Remote Similarity	0.6507	NPC33742
Remote Similarity	0.6506	NPC300443
Remote Similarity	0.65	NPC319645
Remote Similarity	0.6496	NPC322598
Remote Similarity	0.6494	NPC210950
Remote Similarity	0.6494	NPC199738
Remote Similarity	0.649	NPC27581
Remote Similarity	0.6486	NPC169328
Remote Similarity	0.6485	NPC13470
Remote Similarity	0.6471	NPC153694
Remote Similarity	0.6471	NPC24617
Remote Similarity	0.6471	NPC211525
Remote Similarity	0.6471	NPC101719
Remote Similarity	0.6467	NPC150323
Remote Similarity	0.6457	NPC198254
Remote Similarity	0.6457	NPC274198
Remote Similarity	0.6453	NPC191863
Remote Similarity	0.6453	NPC133470
Remote Similarity	0.6453	NPC289776
Remote Similarity	0.6453	NPC472121
Remote Similarity	0.6452	NPC473322
Remote Similarity	0.6452	NPC311753
Remote Similarity	0.6444	NPC476483
Remote Similarity	0.6443	NPC310467
Remote Similarity	0.6438	NPC35850
Remote Similarity	0.6438	NPC276949
Remote Similarity	0.6433	NPC63210
Remote Similarity	0.6433	NPC310403
Remote Similarity	0.6433	NPC263709
Remote Similarity	0.6433	NPC475544
Remote Similarity	0.6433	NPC114806
Remote Similarity	0.6433	NPC243673
Remote Similarity	0.6433	NPC148468
Remote Similarity	0.6433	NPC97380
Remote Similarity	0.6433	NPC246913
Remote Similarity	0.6432	NPC276430
Remote Similarity	0.6429	NPC307396
Remote Similarity	0.6429	NPC471317
Remote Similarity	0.6425	NPC126709
Remote Similarity	0.6425	NPC248041
Remote Similarity	0.6419	NPC147957
Remote Similarity	0.6416	NPC223207
Remote Similarity	0.6412	NPC324850
Remote Similarity	0.6405	NPC222466
Remote Similarity	0.6402	NPC314186
Remote Similarity	0.64	NPC469904
Remote Similarity	0.6395	NPC470550
Remote Similarity	0.6392	NPC244866
Remote Similarity	0.6379	NPC304074
Remote Similarity	0.6379	NPC471771
Remote Similarity	0.6379	NPC290755
Remote Similarity	0.6375	NPC127741
Remote Similarity	0.6369	NPC314098
Remote Similarity	0.6364	NPC276506
Remote Similarity	0.6358	NPC242933
Remote Similarity	0.6358	NPC476231
Remote Similarity	0.6353	NPC473297
Remote Similarity	0.6348	NPC149155
Remote Similarity	0.6348	NPC203468
Remote Similarity	0.6348	NPC110500
Remote Similarity	0.6343	NPC278887
Remote Similarity	0.6337	NPC473003
Remote Similarity	0.6333	NPC229353
Remote Similarity	0.6331	NPC473002
Remote Similarity	0.6328	NPC355
Remote Similarity	0.6324	NPC321708
Remote Similarity	0.6322	NPC138293
Remote Similarity	0.6322	NPC113056
Remote Similarity	0.6319	NPC161069
Remote Similarity	0.6313	NPC196243
Remote Similarity	0.6313	NPC267885
Remote Similarity	0.6312	NPC178681
Remote Similarity	0.6306	NPC280807
Remote Similarity	0.6306	NPC472245
Remote Similarity	0.6304	NPC235684
Remote Similarity	0.6304	NPC311242
Remote Similarity	0.6303	NPC472103
Remote Similarity	0.6302	NPC472329
Remote Similarity	0.6302	NPC472330
Remote Similarity	0.6298	NPC469896
Remote Similarity	0.6296	NPC181527
Remote Similarity	0.6294	NPC473580
Remote Similarity	0.6292	NPC285622
Remote Similarity	0.6286	NPC52059
Remote Similarity	0.6286	NPC470069
Remote Similarity	0.6278	NPC84827
Remote Similarity	0.6278	NPC145885
Remote Similarity	0.6278	NPC14113
Remote Similarity	0.6273	NPC43755
Remote Similarity	0.6272	NPC314223
Remote Similarity	0.6266	NPC255447
Remote Similarity	0.6257	NPC469938
Remote Similarity	0.6257	NPC161827
Remote Similarity	0.6256	NPC225400
Remote Similarity	0.625	NPC478016
Remote Similarity	0.625	NPC267237
Remote Similarity	0.625	NPC478015
Remote Similarity	0.625	NPC45777
Remote Similarity	0.625	NPC190663
Remote Similarity	0.625	NPC477061
Remote Similarity	0.625	NPC478014
Remote Similarity	0.625	NPC130931
Remote Similarity	0.6243	NPC36495
Remote Similarity	0.6243	NPC154478
Remote Similarity	0.6243	NPC213468
Remote Similarity	0.6242	NPC150863
Remote Similarity	0.6242	NPC209509
Remote Similarity	0.6235	NPC122553
Remote Similarity	0.6225	NPC237420
Remote Similarity	0.6225	NPC220698
Remote Similarity	0.6224	NPC470786
Remote Similarity	0.6224	NPC471155
Remote Similarity	0.6224	NPC472538
Remote Similarity	0.6222	NPC172128
Remote Similarity	0.6222	NPC258627
Remote Similarity	0.6221	NPC84317
Remote Similarity	0.6211	NPC173295
Remote Similarity	0.6209	NPC153554
Remote Similarity	0.6203	NPC194562
Remote Similarity	0.62	NPC315276

Drug Structure

NPD2887 OpenBabel08211702562D 29 30 0 0 1 0 0 0 0 0999 V2000 7.7942 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 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 0.8660 -1.5000 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 -0.0000 -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 2.5981 -1.5000 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 4.3301 -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 1.7321 -1.0000 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 2.5981 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -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 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 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 3.4641 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 13 2 0 0 0 0 5 13 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 15 2 0 0 0 0 9 15 1 0 0 0 0 10 14 1 0 0 0 0 11 13 1 0 0 0 0 11 17 1 0 0 0 0 12 19 1 0 0 0 0 12 20 1 0 0 0 0 15 21 1 0 0 0 0 16 10 1 6 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 17 20 2 3 0 0 0 17 22 1 0 0 0 0 18 23 2 0 0 0 0 18 24 1 0 0 0 0 19 27 1 0 0 0 0 21 25 2 0 0 0 0 21 26 2 0 0 0 0 22 28 1 0 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003746
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	188218
ChEBI
CAS Number

Drug Properties

Molecular Weight	357.13
ALogP	-1.2463
MLogP	2.56
XLogP	5.044
HDA	5
HBD	3
Rotatable Bonds	12
TPSA	125.06
RO5 Violation	1