NPASS drugs

Drug Information

Drug ID:	NPD5227
Drug Name:
Molecular Formula:	C22H29N3O3
Canonical SMILES:	CCN(CCCCC(c1ccccc1)NC(=O)c1ccc(cc1)N(=O)=O)CC
Standard InCHI:	InChI=1S/C22H29N3O3/c1-3-24(4-2)17-9-8-12-21(18-10-6-5-7-11-18)23-22(26)19-13-15-20(16-14-19)25(27)28/h5-7,10-11,13-16,21H,3-4,8-9,12,17H2,1-2H3,(H,23,26)
Standard InCHIKey:	YRFYIORBFFGPPZ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5227

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	227
0.1-0.2	1874
0.2-0.3	9376
0.3-0.4	12058
0.4-0.5	5490
0.5-0.6	1618
0.6-0.7	214
0.7-0.8	31
0.8-0.85	2
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	0.803	NPC226143
Intermediate Similarity	0.8015	NPC322433
Intermediate Similarity	0.75	NPC316104
Intermediate Similarity	0.75	NPC162417
Intermediate Similarity	0.7465	NPC314431
Intermediate Similarity	0.7465	NPC280807
Intermediate Similarity	0.7465	NPC472245
Intermediate Similarity	0.7432	NPC471164
Intermediate Similarity	0.7313	NPC57051
Intermediate Similarity	0.7305	NPC472244
Intermediate Similarity	0.7305	NPC470343
Intermediate Similarity	0.7292	NPC126458
Intermediate Similarity	0.7273	NPC150863
Intermediate Similarity	0.7237	NPC472242
Intermediate Similarity	0.7234	NPC192533
Intermediate Similarity	0.7194	NPC279385
Intermediate Similarity	0.7194	NPC179605
Intermediate Similarity	0.7152	NPC36836
Intermediate Similarity	0.7152	NPC63370
Intermediate Similarity	0.7152	NPC472241
Intermediate Similarity	0.7143	NPC103292
Intermediate Similarity	0.7143	NPC257490
Intermediate Similarity	0.7122	NPC177684
Intermediate Similarity	0.7122	NPC291962
Intermediate Similarity	0.7092	NPC268534
Intermediate Similarity	0.7092	NPC39818
Intermediate Similarity	0.7086	NPC2823
Intermediate Similarity	0.7071	NPC258531
Intermediate Similarity	0.7071	NPC112373
Intermediate Similarity	0.7071	NPC161956
Intermediate Similarity	0.7034	NPC209389
Intermediate Similarity	0.7023	NPC38262
Intermediate Similarity	0.702	NPC472243
Remote Similarity	0.6954	NPC83214
Remote Similarity	0.6954	NPC469560
Remote Similarity	0.6948	NPC190945
Remote Similarity	0.6944	NPC79698
Remote Similarity	0.6943	NPC473329
Remote Similarity	0.6923	NPC254698
Remote Similarity	0.6867	NPC300299
Remote Similarity	0.6866	NPC172170
Remote Similarity	0.6855	NPC117032
Remote Similarity	0.6846	NPC130655
Remote Similarity	0.6842	NPC319645
Remote Similarity	0.6842	NPC167336
Remote Similarity	0.6829	NPC189116
Remote Similarity	0.6797	NPC242933
Remote Similarity	0.6779	NPC207428
Remote Similarity	0.6774	NPC478040
Remote Similarity	0.6774	NPC469537
Remote Similarity	0.6765	NPC14849
Remote Similarity	0.6757	NPC187231
Remote Similarity	0.6752	NPC478039
Remote Similarity	0.6748	NPC276085
Remote Similarity	0.6747	NPC214960
Remote Similarity	0.6747	NPC279527
Remote Similarity	0.6727	NPC113056
Remote Similarity	0.6727	NPC138293
Remote Similarity	0.6716	NPC473418
Remote Similarity	0.6688	NPC130251
Remote Similarity	0.6687	NPC314223
Remote Similarity	0.6687	NPC222029
Remote Similarity	0.6667	NPC122553
Remote Similarity	0.6667	NPC473962
Remote Similarity	0.6667	NPC314278
Remote Similarity	0.6667	NPC40364
Remote Similarity	0.6647	NPC248862
Remote Similarity	0.6647	NPC328611
Remote Similarity	0.6645	NPC301760
Remote Similarity	0.6629	NPC133003
Remote Similarity	0.6628	NPC131450
Remote Similarity	0.6628	NPC147298
Remote Similarity	0.6628	NPC182057
Remote Similarity	0.6627	NPC328270
Remote Similarity	0.6626	NPC84317
Remote Similarity	0.6624	NPC314186
Remote Similarity	0.6624	NPC136002
Remote Similarity	0.6618	NPC55529
Remote Similarity	0.6601	NPC471123
Remote Similarity	0.66	NPC314098
Remote Similarity	0.6599	NPC474926
Remote Similarity	0.6581	NPC315051
Remote Similarity	0.6579	NPC474473
Remote Similarity	0.6566	NPC176983
Remote Similarity	0.6566	NPC286871
Remote Similarity	0.6558	NPC287358
Remote Similarity	0.6552	NPC288305
Remote Similarity	0.6545	NPC154478
Remote Similarity	0.6544	NPC473498
Remote Similarity	0.6538	NPC256452
Remote Similarity	0.6514	NPC470205
Remote Similarity	0.651	NPC72473
Remote Similarity	0.651	NPC307437
Remote Similarity	0.651	NPC58827
Remote Similarity	0.6506	NPC309531
Remote Similarity	0.6506	NPC472102
Remote Similarity	0.6503	NPC295021
Remote Similarity	0.6493	NPC291610
Remote Similarity	0.6485	NPC61013
Remote Similarity	0.6485	NPC123241
Remote Similarity	0.6483	NPC27833
Remote Similarity	0.6478	NPC313850
Remote Similarity	0.6474	NPC207554
Remote Similarity	0.6471	NPC253476
Remote Similarity	0.6462	NPC246757
Remote Similarity	0.6462	NPC291070
Remote Similarity	0.6458	NPC220698
Remote Similarity	0.6446	NPC36495
Remote Similarity	0.6446	NPC193410
Remote Similarity	0.6433	NPC471574
Remote Similarity	0.6433	NPC355
Remote Similarity	0.6429	NPC173295
Remote Similarity	0.6424	NPC194562
Remote Similarity	0.642	NPC470317
Remote Similarity	0.6407	NPC248117
Remote Similarity	0.6395	NPC242269
Remote Similarity	0.6389	NPC324091
Remote Similarity	0.638	NPC66936
Remote Similarity	0.637	NPC150323
Remote Similarity	0.6369	NPC253667
Remote Similarity	0.6369	NPC293458
Remote Similarity	0.6369	NPC35510
Remote Similarity	0.6358	NPC109787
Remote Similarity	0.6357	NPC191444
Remote Similarity	0.6351	NPC2982
Remote Similarity	0.635	NPC313362
Remote Similarity	0.6343	NPC75496
Remote Similarity	0.6343	NPC475094
Remote Similarity	0.6337	NPC292265
Remote Similarity	0.6335	NPC324445
Remote Similarity	0.6329	NPC43477
Remote Similarity	0.6329	NPC316202
Remote Similarity	0.6327	NPC475915
Remote Similarity	0.6327	NPC71684
Remote Similarity	0.6325	NPC29285
Remote Similarity	0.6316	NPC63047
Remote Similarity	0.6316	NPC475248
Remote Similarity	0.6304	NPC45033
Remote Similarity	0.6301	NPC161861
Remote Similarity	0.6294	NPC113099
Remote Similarity	0.6292	NPC477003
Remote Similarity	0.6287	NPC104345
Remote Similarity	0.6287	NPC113946
Remote Similarity	0.6279	NPC472118
Remote Similarity	0.6279	NPC176858
Remote Similarity	0.6277	NPC275467
Remote Similarity	0.6272	NPC469741
Remote Similarity	0.6272	NPC99632
Remote Similarity	0.6272	NPC282339
Remote Similarity	0.6267	NPC205946
Remote Similarity	0.6264	NPC476460
Remote Similarity	0.6264	NPC469726
Remote Similarity	0.6264	NPC470548
Remote Similarity	0.6264	NPC329338
Remote Similarity	0.6259	NPC316582
Remote Similarity	0.6258	NPC237649
Remote Similarity	0.6258	NPC300596
Remote Similarity	0.6258	NPC266425
Remote Similarity	0.625	NPC308197
Remote Similarity	0.6243	NPC318183
Remote Similarity	0.6242	NPC159722
Remote Similarity	0.6233	NPC228515
Remote Similarity	0.6226	NPC470301
Remote Similarity	0.6225	NPC119326
Remote Similarity	0.6222	NPC141612
Remote Similarity	0.6222	NPC17273
Remote Similarity	0.6222	NPC323726
Remote Similarity	0.6222	NPC135601
Remote Similarity	0.6221	NPC223595
Remote Similarity	0.6221	NPC167724
Remote Similarity	0.6221	NPC224970
Remote Similarity	0.6211	NPC470822
Remote Similarity	0.6209	NPC313293
Remote Similarity	0.6209	NPC179224
Remote Similarity	0.6207	NPC285622
Remote Similarity	0.619	NPC76982
Remote Similarity	0.6176	NPC472121
Remote Similarity	0.6169	NPC316746
Remote Similarity	0.6165	NPC329430
Remote Similarity	0.6159	NPC242000
Remote Similarity	0.6149	NPC314287
Remote Similarity	0.6145	NPC473002
Remote Similarity	0.6144	NPC122235
Remote Similarity	0.6143	NPC434
Remote Similarity	0.6142	NPC169016
Remote Similarity	0.6138	NPC473573
Remote Similarity	0.6131	NPC469536
Remote Similarity	0.6129	NPC53044
Remote Similarity	0.6125	NPC22082
Remote Similarity	0.6125	NPC186284
Remote Similarity	0.6124	NPC305602
Remote Similarity	0.6124	NPC91179
Remote Similarity	0.6124	NPC17497
Remote Similarity	0.6121	NPC144691
Remote Similarity	0.6118	NPC68650
Remote Similarity	0.6118	NPC225319
Remote Similarity	0.6118	NPC252794
Remote Similarity	0.6114	NPC177261
Remote Similarity	0.6111	NPC471742
Remote Similarity	0.6111	NPC21429

Drug Structure

NPD5227 OpenBabel08211706322D 29 30 0 0 1 0 0 0 0 0999 V2000 1.7321 5.0000 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 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 5.1962 2.0000 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 2.5981 1.5000 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 4.3301 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 2.5981 0.5000 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 1.7321 3.0000 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 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 3.4641 0.0000 0.0000 C 0 0 3 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 3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 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 2.5981 -2.5000 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 4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 24 1 0 0 0 0 4 24 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 9 1 0 0 0 0 8 12 1 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 21 1 0 0 0 0 13 15 1 0 0 0 0 13 19 2 0 0 0 0 14 16 2 0 0 0 0 14 19 1 0 0 0 0 15 20 2 0 0 0 0 16 20 1 0 0 0 0 17 24 1 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 20 25 1 0 0 0 0 21 23 1 0 0 0 0 22 23 1 0 0 0 0 22 26 2 0 0 0 0 23 29 1 0 0 0 0 25 27 2 0 0 0 0 25 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013761
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	177905
ChEBI
CAS Number

Drug Properties

Molecular Weight	383.22
ALogP	-0.1589
MLogP	3.22
XLogP	6.428
HDA	3
HBD	1
Rotatable Bonds	15
TPSA	75.48
RO5 Violation	2