NPASS drugs

Drug Information

Drug ID:	NPD1619
Drug Name:	Tacedinaline
Molecular Formula:	C15H15N3O2
Canonical SMILES:	CC(=Nc1ccc(cc1)C(=O)Nc1ccccc1N)O
Standard InCHI:	InChI=1S/C15H15N3O2/c1-10(19)17-12-8-6-11(7-9-12)15(20)18-14-5-3-2-4-13(14)16/h2-9H,16H2,1H3,(H,17,19)(H,18,20)
Standard InCHIKey:	VAZAPHZUAVEOMC-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1619

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	128
0.1-0.2	2163
0.2-0.3	9707
0.3-0.4	11936
0.4-0.5	4784
0.5-0.6	1852
0.6-0.7	272
0.7-0.8	48
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	0.791	NPC322433
Intermediate Similarity	0.7868	NPC472245
Intermediate Similarity	0.7794	NPC150863
Intermediate Similarity	0.7786	NPC226143
Intermediate Similarity	0.7692	NPC2823
Intermediate Similarity	0.763	NPC192533
Intermediate Similarity	0.7609	NPC280807
Intermediate Similarity	0.7609	NPC314431
Intermediate Similarity	0.7597	NPC57051
Intermediate Similarity	0.7552	NPC83214
Intermediate Similarity	0.7517	NPC472241
Intermediate Similarity	0.75	NPC242933
Intermediate Similarity	0.7481	NPC268534
Intermediate Similarity	0.7463	NPC279385
Intermediate Similarity	0.7463	NPC179605
Intermediate Similarity	0.7448	NPC471164
Intermediate Similarity	0.7426	NPC254698
Intermediate Similarity	0.741	NPC209389
Intermediate Similarity	0.7407	NPC103292
Intermediate Similarity	0.7394	NPC316104
Intermediate Similarity	0.7394	NPC162417
Intermediate Similarity	0.7379	NPC472243
Intermediate Similarity	0.7365	NPC472242
Intermediate Similarity	0.7343	NPC300299
Intermediate Similarity	0.7319	NPC470343
Intermediate Similarity	0.7319	NPC472244
Intermediate Similarity	0.7302	NPC38262
Intermediate Similarity	0.7241	NPC287358
Intermediate Similarity	0.7194	NPC474926
Intermediate Similarity	0.7194	NPC205946
Intermediate Similarity	0.7153	NPC257490
Intermediate Similarity	0.7143	NPC207554
Intermediate Similarity	0.7114	NPC478040
Intermediate Similarity	0.7113	NPC194562
Intermediate Similarity	0.7105	NPC300596
Intermediate Similarity	0.7105	NPC237649
Intermediate Similarity	0.7101	NPC39818
Intermediate Similarity	0.7078	NPC117032
Intermediate Similarity	0.7073	NPC14849
Intermediate Similarity	0.7067	NPC314186
Intermediate Similarity	0.7063	NPC314098
Intermediate Similarity	0.7063	NPC182131
Intermediate Similarity	0.7055	NPC328611
Intermediate Similarity	0.7032	NPC295021
Intermediate Similarity	0.7014	NPC40364
Intermediate Similarity	0.7007	NPC177684
Intermediate Similarity	0.7007	NPC291962
Intermediate Similarity	0.7	NPC172170
Remote Similarity	0.6974	NPC478039
Remote Similarity	0.6964	NPC471742
Remote Similarity	0.6957	NPC258531
Remote Similarity	0.6957	NPC112373
Remote Similarity	0.6957	NPC161956
Remote Similarity	0.6954	NPC136002
Remote Similarity	0.6951	NPC248862
Remote Similarity	0.6928	NPC147298
Remote Similarity	0.6928	NPC182057
Remote Similarity	0.6928	NPC131450
Remote Similarity	0.6923	NPC473498
Remote Similarity	0.6918	NPC253476
Remote Similarity	0.6909	NPC151635
Remote Similarity	0.6899	NPC76982
Remote Similarity	0.6897	NPC207428
Remote Similarity	0.6894	NPC471130
Remote Similarity	0.6892	NPC122553
Remote Similarity	0.6875	NPC187231
Remote Similarity	0.6875	NPC88970
Remote Similarity	0.685	NPC75496
Remote Similarity	0.6835	NPC150323
Remote Similarity	0.6835	NPC84317
Remote Similarity	0.6832	NPC189116
Remote Similarity	0.6805	NPC470317
Remote Similarity	0.6795	NPC314223
Remote Similarity	0.6755	NPC471574
Remote Similarity	0.675	NPC154478
Remote Similarity	0.6725	NPC133003
Remote Similarity	0.6714	NPC27833
Remote Similarity	0.6708	NPC27904
Remote Similarity	0.6707	NPC471743
Remote Similarity	0.6687	NPC252572
Remote Similarity	0.6687	NPC115232
Remote Similarity	0.6667	NPC324091
Remote Similarity	0.6667	NPC471943
Remote Similarity	0.6667	NPC53044
Remote Similarity	0.6645	NPC43477
Remote Similarity	0.6645	NPC470301
Remote Similarity	0.6645	NPC324445
Remote Similarity	0.6644	NPC173295
Remote Similarity	0.6613	NPC78154
Remote Similarity	0.6584	NPC104345
Remote Similarity	0.6571	NPC313293
Remote Similarity	0.6567	NPC302790
Remote Similarity	0.6548	NPC469529
Remote Similarity	0.6548	NPC475594
Remote Similarity	0.6536	NPC316202
Remote Similarity	0.6532	NPC173991
Remote Similarity	0.6527	NPC355
Remote Similarity	0.6519	NPC473329
Remote Similarity	0.6516	NPC470822
Remote Similarity	0.6516	NPC130797
Remote Similarity	0.6515	NPC275467
Remote Similarity	0.6513	NPC319645
Remote Similarity	0.6513	NPC469560
Remote Similarity	0.6512	NPC470205
Remote Similarity	0.6509	NPC475607
Remote Similarity	0.6493	NPC434
Remote Similarity	0.6491	NPC88110
Remote Similarity	0.6486	NPC316746
Remote Similarity	0.6471	NPC474081
Remote Similarity	0.6471	NPC219848
Remote Similarity	0.6471	NPC315051
Remote Similarity	0.6463	NPC35510
Remote Similarity	0.6463	NPC253667
Remote Similarity	0.6463	NPC214106
Remote Similarity	0.6454	NPC229353
Remote Similarity	0.6454	NPC220698
Remote Similarity	0.6449	NPC296163
Remote Similarity	0.6433	NPC256268
Remote Similarity	0.6429	NPC318183
Remote Similarity	0.6416	NPC243058
Remote Similarity	0.6405	NPC181527
Remote Similarity	0.64	NPC135601
Remote Similarity	0.64	NPC17273
Remote Similarity	0.64	NPC141612
Remote Similarity	0.6398	NPC251391
Remote Similarity	0.6395	NPC72473
Remote Similarity	0.6395	NPC476950
Remote Similarity	0.6395	NPC91179
Remote Similarity	0.6395	NPC307437
Remote Similarity	0.6395	NPC58827
Remote Similarity	0.6391	NPC161861
Remote Similarity	0.638	NPC477887
Remote Similarity	0.6379	NPC203635
Remote Similarity	0.6379	NPC21429
Remote Similarity	0.6364	NPC130931
Remote Similarity	0.6349	NPC191444
Remote Similarity	0.6346	NPC314287
Remote Similarity	0.6341	NPC229477
Remote Similarity	0.6341	NPC276085
Remote Similarity	0.6337	NPC11126
Remote Similarity	0.6337	NPC475761
Remote Similarity	0.6337	NPC474041
Remote Similarity	0.6331	NPC314141
Remote Similarity	0.6331	NPC292265
Remote Similarity	0.6329	NPC259678
Remote Similarity	0.6329	NPC470440
Remote Similarity	0.6325	NPC271734
Remote Similarity	0.6325	NPC138293
Remote Similarity	0.6325	NPC113056
Remote Similarity	0.6319	NPC71684
Remote Similarity	0.6312	NPC144691
Remote Similarity	0.631	NPC470971
Remote Similarity	0.6309	NPC477432
Remote Similarity	0.6307	NPC160381
Remote Similarity	0.6307	NPC90415
Remote Similarity	0.6304	NPC471944
Remote Similarity	0.6303	NPC68650
Remote Similarity	0.6301	NPC226794
Remote Similarity	0.6299	NPC315224
Remote Similarity	0.6298	NPC79356
Remote Similarity	0.6298	NPC102592
Remote Similarity	0.6296	NPC45033
Remote Similarity	0.6289	NPC478186
Remote Similarity	0.6289	NPC315829
Remote Similarity	0.6288	NPC326792
Remote Similarity	0.6287	NPC71132
Remote Similarity	0.6286	NPC477003
Remote Similarity	0.6282	NPC238499
Remote Similarity	0.628	NPC299594
Remote Similarity	0.628	NPC222029
Remote Similarity	0.6275	NPC325599
Remote Similarity	0.6275	NPC471123
Remote Similarity	0.6273	NPC313889
Remote Similarity	0.6272	NPC472118
Remote Similarity	0.627	NPC176858
Remote Similarity	0.6268	NPC192209
Remote Similarity	0.6267	NPC126458
Remote Similarity	0.6264	NPC141454
Remote Similarity	0.6258	NPC130251
Remote Similarity	0.6258	NPC209362
Remote Similarity	0.6257	NPC476460
Remote Similarity	0.625	NPC105811
Remote Similarity	0.625	NPC20322
Remote Similarity	0.625	NPC55529
Remote Similarity	0.625	NPC79618
Remote Similarity	0.625	NPC476341
Remote Similarity	0.6243	NPC475094
Remote Similarity	0.6242	NPC36495
Remote Similarity	0.6242	NPC129412
Remote Similarity	0.6242	NPC101130
Remote Similarity	0.6242	NPC114033
Remote Similarity	0.6242	NPC277157
Remote Similarity	0.6242	NPC58268
Remote Similarity	0.6241	NPC291610
Remote Similarity	0.6237	NPC317701
Remote Similarity	0.6236	NPC473666
Remote Similarity	0.6235	NPC70406
Remote Similarity	0.6235	NPC6982
Remote Similarity	0.6228	NPC271797
Remote Similarity	0.6228	NPC21174

Drug Structure

NPD1619 OpenBabel08211701082D 24 25 0 0 0 0 0 0 0 0999 V2000 -2.5981 -5.5000 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 0.8660 -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 -1.5000 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 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 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 -1.7321 -3.0000 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 0.0000 0.0000 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 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 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 -3.4641 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 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 0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 13 2 0 0 0 0 5 14 2 0 0 0 0 6 8 1 0 0 0 0 6 11 2 0 0 0 0 7 9 2 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 12 1 0 0 0 0 10 17 2 3 0 0 0 10 19 1 0 0 0 0 11 15 1 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 13 16 1 0 0 0 0 14 18 1 0 0 0 0 15 18 1 0 0 0 0 15 20 2 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC007863; DCL001122
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	2746
ChEBI
CAS Number

Drug Properties

Molecular Weight	269.12
ALogP	-1.4564
MLogP	2.56
XLogP	2.958
HDA	5
HBD	3
Rotatable Bonds	7
TPSA	87.71
RO5 Violation	0