NPASS drugs

Drug Information

Drug ID:	NPD5526
Drug Name:	Abt-288
Molecular Formula:	C23H24N4O
Canonical SMILES:	CN1CC2C(C1)N(CC2)c1ccc(cc1)c1ccc(cc1)n1ncccc1=O
Standard InCHI:	InChI=1S/C23H24N4O/c1-25-15-19-12-14-26(22(19)16-25)20-8-4-17(5-9-20)18-6-10-21(11-7-18)27-23(28)3-2-13-24-27/h2-11,13,19,22H,12,14-16H2,1H3
Standard InCHIKey:	GNIRITULTPTAQW-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5526

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	347
0.1-0.2	2289
0.2-0.3	10576
0.3-0.4	12487
0.4-0.5	3289
0.5-0.6	1567
0.6-0.7	323
0.7-0.8	12
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	0.7651	NPC130251
Intermediate Similarity	0.76	NPC301760
Intermediate Similarity	0.7273	NPC469537
Intermediate Similarity	0.7181	NPC53044
Intermediate Similarity	0.717	NPC243756
Intermediate Similarity	0.717	NPC154602
Intermediate Similarity	0.7163	NPC192209
Intermediate Similarity	0.7143	NPC186284
Intermediate Similarity	0.7143	NPC22082
Intermediate Similarity	0.7125	NPC285381
Intermediate Similarity	0.7125	NPC122106
Intermediate Similarity	0.7091	NPC478182
Remote Similarity	0.6964	NPC475248
Remote Similarity	0.6964	NPC63047
Remote Similarity	0.6913	NPC476950
Remote Similarity	0.6909	NPC293487
Remote Similarity	0.6903	NPC83214
Remote Similarity	0.6883	NPC471123
Remote Similarity	0.6879	NPC238499
Remote Similarity	0.6879	NPC296163
Remote Similarity	0.6875	NPC478186
Remote Similarity	0.6871	NPC281094
Remote Similarity	0.6828	NPC226143
Remote Similarity	0.6818	NPC300299
Remote Similarity	0.6815	NPC291610
Remote Similarity	0.6815	NPC471574
Remote Similarity	0.6812	NPC20322
Remote Similarity	0.6806	NPC313449
Remote Similarity	0.6805	NPC478183
Remote Similarity	0.6788	NPC469536
Remote Similarity	0.6786	NPC478184
Remote Similarity	0.6766	NPC68650
Remote Similarity	0.6761	NPC187036
Remote Similarity	0.6748	NPC66936
Remote Similarity	0.6747	NPC104345
Remote Similarity	0.6735	NPC475915
Remote Similarity	0.6728	NPC109787
Remote Similarity	0.6726	NPC478185
Remote Similarity	0.6711	NPC9856
Remote Similarity	0.6708	NPC469735
Remote Similarity	0.6687	NPC136002
Remote Similarity	0.6685	NPC308931
Remote Similarity	0.6685	NPC99939
Remote Similarity	0.6667	NPC469740
Remote Similarity	0.6648	NPC286994
Remote Similarity	0.6647	NPC477887
Remote Similarity	0.6645	NPC316104
Remote Similarity	0.6645	NPC162417
Remote Similarity	0.6645	NPC150863
Remote Similarity	0.6644	NPC264580
Remote Similarity	0.6628	NPC91895
Remote Similarity	0.6628	NPC32534
Remote Similarity	0.6625	NPC277157
Remote Similarity	0.6622	NPC257490
Remote Similarity	0.6618	NPC326792
Remote Similarity	0.6607	NPC276085
Remote Similarity	0.6607	NPC475990
Remote Similarity	0.6606	NPC117032
Remote Similarity	0.6605	NPC470440
Remote Similarity	0.6604	NPC471164
Remote Similarity	0.6601	NPC472245
Remote Similarity	0.6601	NPC280807
Remote Similarity	0.659	NPC355
Remote Similarity	0.6587	NPC51054
Remote Similarity	0.6582	NPC469560
Remote Similarity	0.6579	NPC478079
Remote Similarity	0.6573	NPC470205
Remote Similarity	0.6566	NPC295021
Remote Similarity	0.6561	NPC267508
Remote Similarity	0.6561	NPC325599
Remote Similarity	0.6554	NPC16659
Remote Similarity	0.6552	NPC161861
Remote Similarity	0.6552	NPC288232
Remote Similarity	0.6552	NPC473743
Remote Similarity	0.6548	NPC222029
Remote Similarity	0.6541	NPC207554
Remote Similarity	0.6534	NPC28848
Remote Similarity	0.6534	NPC14325
Remote Similarity	0.6532	NPC65080
Remote Similarity	0.6529	NPC194881
Remote Similarity	0.6529	NPC469741
Remote Similarity	0.6519	NPC472258
Remote Similarity	0.6516	NPC207428
Remote Similarity	0.65	NPC2823
Remote Similarity	0.65	NPC307396
Remote Similarity	0.6497	NPC12649
Remote Similarity	0.6497	NPC265710
Remote Similarity	0.6494	NPC314431
Remote Similarity	0.6486	NPC177684
Remote Similarity	0.6486	NPC291962
Remote Similarity	0.6481	NPC20144
Remote Similarity	0.6471	NPC145754
Remote Similarity	0.6461	NPC91179
Remote Similarity	0.645	NPC123241
Remote Similarity	0.6446	NPC206592
Remote Similarity	0.6443	NPC112373
Remote Similarity	0.6443	NPC258531
Remote Similarity	0.6443	NPC161956
Remote Similarity	0.6441	NPC473380
Remote Similarity	0.6441	NPC240088
Remote Similarity	0.6433	NPC472117
Remote Similarity	0.6417	NPC472541
Remote Similarity	0.6417	NPC472542
Remote Similarity	0.6416	NPC279527
Remote Similarity	0.6416	NPC214960
Remote Similarity	0.6412	NPC221786
Remote Similarity	0.6412	NPC474880
Remote Similarity	0.6402	NPC264589
Remote Similarity	0.6395	NPC313673
Remote Similarity	0.6391	NPC84317
Remote Similarity	0.6375	NPC314102
Remote Similarity	0.6375	NPC251722
Remote Similarity	0.6374	NPC229173
Remote Similarity	0.6374	NPC225319
Remote Similarity	0.6369	NPC200743
Remote Similarity	0.6369	NPC24864
Remote Similarity	0.6364	NPC470787
Remote Similarity	0.6364	NPC472540
Remote Similarity	0.6364	NPC472539
Remote Similarity	0.6364	NPC212799
Remote Similarity	0.6354	NPC228835
Remote Similarity	0.6354	NPC21429
Remote Similarity	0.6353	NPC113946
Remote Similarity	0.6351	NPC31651
Remote Similarity	0.6349	NPC106118
Remote Similarity	0.6347	NPC40070
Remote Similarity	0.6343	NPC194411
Remote Similarity	0.6339	NPC17059
Remote Similarity	0.6337	NPC293458
Remote Similarity	0.6335	NPC315051
Remote Similarity	0.633	NPC471199
Remote Similarity	0.6329	NPC184437
Remote Similarity	0.6328	NPC469529
Remote Similarity	0.6323	NPC209389
Remote Similarity	0.6319	NPC133003
Remote Similarity	0.6316	NPC36495
Remote Similarity	0.6316	NPC193410
Remote Similarity	0.6316	NPC318065
Remote Similarity	0.6316	NPC206819
Remote Similarity	0.6313	NPC11126
Remote Similarity	0.6309	NPC220698
Remote Similarity	0.6304	NPC75496
Remote Similarity	0.6304	NPC213629
Remote Similarity	0.6301	NPC271734
Remote Similarity	0.6301	NPC271797
Remote Similarity	0.6301	NPC21174
Remote Similarity	0.6294	NPC164802
Remote Similarity	0.6284	NPC94752
Remote Similarity	0.6284	NPC141612
Remote Similarity	0.6284	NPC17273
Remote Similarity	0.6284	NPC135601
Remote Similarity	0.6279	NPC248117
Remote Similarity	0.6273	NPC65408
Remote Similarity	0.6271	NPC242269
Remote Similarity	0.6265	NPC254798
Remote Similarity	0.6264	NPC470003
Remote Similarity	0.6264	NPC471130
Remote Similarity	0.6257	NPC61013
Remote Similarity	0.6257	NPC299594
Remote Similarity	0.625	NPC53947
Remote Similarity	0.625	NPC472118
Remote Similarity	0.625	NPC471943
Remote Similarity	0.6243	NPC472101
Remote Similarity	0.6243	NPC472120
Remote Similarity	0.6243	NPC476231
Remote Similarity	0.6236	NPC37423
Remote Similarity	0.6236	NPC275305
Remote Similarity	0.6235	NPC243162
Remote Similarity	0.6234	NPC472244
Remote Similarity	0.6234	NPC470343
Remote Similarity	0.623	NPC15102
Remote Similarity	0.6229	NPC56233
Remote Similarity	0.6228	NPC21605
Remote Similarity	0.6221	NPC154478
Remote Similarity	0.622	NPC63157
Remote Similarity	0.622	NPC473868
Remote Similarity	0.622	NPC478040
Remote Similarity	0.6218	NPC295548
Remote Similarity	0.6205	NPC478039
Remote Similarity	0.6205	NPC471155
Remote Similarity	0.6205	NPC472538
Remote Similarity	0.6203	NPC473962
Remote Similarity	0.6203	NPC471386
Remote Similarity	0.6201	NPC280852
Remote Similarity	0.6196	NPC104483
Remote Similarity	0.6196	NPC311858
Remote Similarity	0.6196	NPC88097
Remote Similarity	0.619	NPC57051
Remote Similarity	0.6185	NPC309531
Remote Similarity	0.6185	NPC472102
Remote Similarity	0.6178	NPC268744
Remote Similarity	0.6178	NPC475914
Remote Similarity	0.6178	NPC220797
Remote Similarity	0.6178	NPC201266
Remote Similarity	0.6178	NPC474318
Remote Similarity	0.6178	NPC153123
Remote Similarity	0.6178	NPC187231
Remote Similarity	0.6173	NPC150259
Remote Similarity	0.6173	NPC270241
Remote Similarity	0.6171	NPC472106

Drug Structure

NPD5526 OpenBabel08211708292D 28 32 0 0 1 0 0 0 0 0999 V2000 -3.1348 1.7340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 3.5000 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 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 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 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 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 -1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4962 0.0703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4135 1.2728 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 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 0.0000 C 0 0 3 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 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3917 1.0649 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 6.0622 3.5000 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 1 25 1 0 0 0 0 2 3 2 0 0 0 0 2 13 1 0 0 0 0 3 23 1 0 0 0 0 4 8 1 0 0 0 0 4 17 2 0 0 0 0 5 9 2 0 0 0 0 5 17 1 0 0 0 0 6 10 1 0 0 0 0 6 18 2 0 0 0 0 7 11 2 0 0 0 0 7 18 1 0 0 0 0 8 20 2 0 0 0 0 9 20 1 0 0 0 0 10 21 2 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 12 19 1 0 0 0 0 13 24 2 0 0 0 0 14 26 1 0 0 0 0 15 19 1 0 0 0 0 15 25 1 0 0 0 0 16 22 1 0 0 0 0 16 25 1 0 0 0 0 17 18 1 0 0 0 0 19 22 1 0 0 0 0 20 26 1 0 0 0 0 21 27 1 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 23 28 2 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	372.20
ALogP	-0.8956
MLogP	3.44
XLogP	4.575
HDA	5
HBD	0
Rotatable Bonds	4
TPSA	39.15
RO5 Violation	0