NPASS drugs

Drug Information

Drug ID:	NPD6566
Drug Name:	TAK-802
Molecular Formula:	C26H29FN2O2
Canonical SMILES:	Fc1cccc(c1)CN1CCC(CC1)CCC(=O)c1cc2CCC(=O)N3c2c(c1)CC3
Standard InCHI:	InChI=1S/C26H29FN2O2/c27-23-3-1-2-19(14-23)17-28-11-8-18(9-12-28)4-6-24(30)22-15-20-5-7-25(31)29-13-10-21(16-22)26(20)29/h1-3,14-16,18H,4-13,17H2
Standard InCHIKey:	RAYMNBAAUXRZHA-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6566

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	233
0.1-0.2	1560
0.2-0.3	7517
0.3-0.4	12106
0.4-0.5	7243
0.5-0.6	1870
0.6-0.7	316
0.7-0.8	44
0.8-0.85	1
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	0.8	NPC226143
Intermediate Similarity	0.7877	NPC469560
Intermediate Similarity	0.7619	NPC471123
Intermediate Similarity	0.7533	NPC471164
Intermediate Similarity	0.75	NPC257490
Intermediate Similarity	0.7413	NPC472244
Intermediate Similarity	0.7413	NPC470343
Intermediate Similarity	0.7379	NPC150863
Intermediate Similarity	0.7357	NPC177684
Intermediate Similarity	0.7357	NPC291962
Intermediate Similarity	0.7329	NPC280807
Intermediate Similarity	0.7329	NPC314431
Intermediate Similarity	0.7329	NPC472245
Intermediate Similarity	0.7324	NPC268534
Intermediate Similarity	0.7317	NPC63047
Intermediate Similarity	0.7317	NPC475248
Intermediate Similarity	0.7312	NPC113946
Intermediate Similarity	0.7305	NPC112373
Intermediate Similarity	0.7305	NPC161956
Intermediate Similarity	0.7305	NPC258531
Intermediate Similarity	0.7285	NPC83214
Intermediate Similarity	0.7261	NPC473329
Intermediate Similarity	0.726	NPC209389
Intermediate Similarity	0.7237	NPC130251
Intermediate Similarity	0.7237	NPC207554
Intermediate Similarity	0.7215	NPC66936
Intermediate Similarity	0.719	NPC471574
Intermediate Similarity	0.7178	NPC469741
Intermediate Similarity	0.7153	NPC254698
Intermediate Similarity	0.7133	NPC316104
Intermediate Similarity	0.7133	NPC162417
Intermediate Similarity	0.7126	NPC318183
Intermediate Similarity	0.7124	NPC315051
Intermediate Similarity	0.7083	NPC139085
Intermediate Similarity	0.7083	NPC251212
Intermediate Similarity	0.7083	NPC214626
Intermediate Similarity	0.7078	NPC470301
Intermediate Similarity	0.7063	NPC117032
Intermediate Similarity	0.7055	NPC79698
Intermediate Similarity	0.7051	NPC136002
Intermediate Similarity	0.705	NPC57051
Intermediate Similarity	0.7048	NPC214960
Intermediate Similarity	0.7048	NPC279527
Intermediate Similarity	0.7041	NPC470548
Intermediate Similarity	0.7	NPC473962
Remote Similarity	0.6994	NPC222029
Remote Similarity	0.6986	NPC192533
Remote Similarity	0.6977	NPC286994
Remote Similarity	0.6974	NPC300299
Remote Similarity	0.6968	NPC186284
Remote Similarity	0.6968	NPC301760
Remote Similarity	0.6968	NPC22082
Remote Similarity	0.6966	NPC39818
Remote Similarity	0.6963	NPC167336
Remote Similarity	0.6944	NPC279385
Remote Similarity	0.6944	NPC179605
Remote Similarity	0.6914	NPC295021
Remote Similarity	0.6909	NPC225319
Remote Similarity	0.6897	NPC475915
Remote Similarity	0.6897	NPC103292
Remote Similarity	0.6892	NPC322433
Remote Similarity	0.689	NPC104345
Remote Similarity	0.6887	NPC207428
Remote Similarity	0.6886	NPC472106
Remote Similarity	0.6882	NPC96901
Remote Similarity	0.6879	NPC469537
Remote Similarity	0.6879	NPC478040
Remote Similarity	0.6867	NPC472101
Remote Similarity	0.6867	NPC472120
Remote Similarity	0.6864	NPC472118
Remote Similarity	0.6848	NPC471122
Remote Similarity	0.6829	NPC29285
Remote Similarity	0.6821	NPC126458
Remote Similarity	0.681	NPC478076
Remote Similarity	0.68	NPC470317
Remote Similarity	0.6795	NPC472243
Remote Similarity	0.679	NPC243756
Remote Similarity	0.679	NPC154602
Remote Similarity	0.6786	NPC471124
Remote Similarity	0.6766	NPC194881
Remote Similarity	0.6763	NPC260075
Remote Similarity	0.6755	NPC187231
Remote Similarity	0.675	NPC478039
Remote Similarity	0.6747	NPC276085
Remote Similarity	0.673	NPC314186
Remote Similarity	0.6724	NPC475094
Remote Similarity	0.6723	NPC133003
Remote Similarity	0.6707	NPC315368
Remote Similarity	0.6707	NPC248117
Remote Similarity	0.669	NPC228515
Remote Similarity	0.6687	NPC61013
Remote Similarity	0.6686	NPC242269
Remote Similarity	0.6685	NPC141612
Remote Similarity	0.6685	NPC135601
Remote Similarity	0.6685	NPC17273
Remote Similarity	0.6667	NPC122553
Remote Similarity	0.6667	NPC472117
Remote Similarity	0.6667	NPC324091
Remote Similarity	0.6667	NPC282339
Remote Similarity	0.6667	NPC109787
Remote Similarity	0.6667	NPC474081
Remote Similarity	0.6667	NPC99632
Remote Similarity	0.6647	NPC193410
Remote Similarity	0.6647	NPC36495
Remote Similarity	0.6646	NPC2823
Remote Similarity	0.6629	NPC474041
Remote Similarity	0.6629	NPC475761
Remote Similarity	0.6628	NPC292265
Remote Similarity	0.6628	NPC355
Remote Similarity	0.6627	NPC271797
Remote Similarity	0.6627	NPC21174
Remote Similarity	0.6619	NPC55529
Remote Similarity	0.661	NPC470205
Remote Similarity	0.6609	NPC475607
Remote Similarity	0.6608	NPC223595
Remote Similarity	0.6608	NPC167724
Remote Similarity	0.6608	NPC224970
Remote Similarity	0.6607	NPC472102
Remote Similarity	0.6607	NPC309531
Remote Similarity	0.6604	NPC472241
Remote Similarity	0.6599	NPC316582
Remote Similarity	0.6594	NPC473418
Remote Similarity	0.659	NPC161861
Remote Similarity	0.6588	NPC71132
Remote Similarity	0.6575	NPC313293
Remote Similarity	0.6575	NPC22689
Remote Similarity	0.6575	NPC105055
Remote Similarity	0.6568	NPC176983
Remote Similarity	0.6568	NPC293458
Remote Similarity	0.6564	NPC242000
Remote Similarity	0.6558	NPC40364
Remote Similarity	0.6552	NPC475594
Remote Similarity	0.6552	NPC469529
Remote Similarity	0.655	NPC472114
Remote Similarity	0.655	NPC472115
Remote Similarity	0.6545	NPC122106
Remote Similarity	0.6545	NPC285381
Remote Similarity	0.6543	NPC324445
Remote Similarity	0.6541	NPC472541
Remote Similarity	0.6541	NPC472542
Remote Similarity	0.6509	NPC474058
Remote Similarity	0.6496	NPC291610
Remote Similarity	0.6494	NPC177261
Remote Similarity	0.6488	NPC477887
Remote Similarity	0.6488	NPC123241
Remote Similarity	0.6486	NPC470787
Remote Similarity	0.6486	NPC472539
Remote Similarity	0.6486	NPC27833
Remote Similarity	0.6486	NPC472540
Remote Similarity	0.6481	NPC472242
Remote Similarity	0.648	NPC21429
Remote Similarity	0.648	NPC258480
Remote Similarity	0.6474	NPC329833
Remote Similarity	0.6467	NPC473297
Remote Similarity	0.6463	NPC300596
Remote Similarity	0.6463	NPC237649
Remote Similarity	0.646	NPC308197
Remote Similarity	0.6452	NPC162440
Remote Similarity	0.6452	NPC53044
Remote Similarity	0.6433	NPC113056
Remote Similarity	0.6433	NPC138293
Remote Similarity	0.6429	NPC469536
Remote Similarity	0.6424	NPC144691
Remote Similarity	0.642	NPC470822
Remote Similarity	0.642	NPC203202
Remote Similarity	0.642	NPC264482
Remote Similarity	0.6412	NPC201424
Remote Similarity	0.6409	NPC478077
Remote Similarity	0.6404	NPC11149
Remote Similarity	0.6402	NPC212799
Remote Similarity	0.64	NPC476425
Remote Similarity	0.64	NPC473743
Remote Similarity	0.6398	NPC472116
Remote Similarity	0.6391	NPC76982
Remote Similarity	0.6389	NPC477003
Remote Similarity	0.6387	NPC314098
Remote Similarity	0.6384	NPC157583
Remote Similarity	0.6383	NPC172170
Remote Similarity	0.6379	NPC471943
Remote Similarity	0.6374	NPC253667
Remote Similarity	0.6374	NPC476231
Remote Similarity	0.6374	NPC35510
Remote Similarity	0.6359	NPC476460
Remote Similarity	0.6358	NPC56233
Remote Similarity	0.6337	NPC328270
Remote Similarity	0.633	NPC71124
Remote Similarity	0.6328	NPC476441
Remote Similarity	0.6328	NPC471743
Remote Similarity	0.6323	NPC179224
Remote Similarity	0.6323	NPC194562
Remote Similarity	0.6322	NPC70949
Remote Similarity	0.6319	NPC66210
Remote Similarity	0.6313	NPC15840
Remote Similarity	0.6307	NPC307640
Remote Similarity	0.6307	NPC285622
Remote Similarity	0.6304	NPC472112
Remote Similarity	0.6296	NPC5374
Remote Similarity	0.6296	NPC256452
Remote Similarity	0.6296	NPC238499
Remote Similarity	0.6292	NPC237188

Drug Structure

NPD6566 OpenBabel08211710072D 31 35 0 0 0 0 0 0 0 0999 V2000 -1.4372 0.8293 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9584 1.6590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9580 -0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0621 1.3209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3565 -0.0205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1624 0.3682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1862 0.4586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4120 1.1471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0865 2.6631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6966 2.8534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5367 1.5365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2112 3.0525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3559 2.8537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4788 0.8297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6971 -0.0208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8670 1.4160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4784 2.4890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1868 1.7104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0004 1.6592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5269 0.4583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6968 1.8954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8672 0.4580 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 5.0377 -0.0212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1860 1.4166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5267 1.4163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4792 -0.8295 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.4363 2.4892 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.3561 1.8958 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1380 -0.9739 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0335 1.9060 0.0000 O 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 19 1 0 0 0 0 3 23 2 0 0 0 0 4 6 1 0 0 0 0 4 18 1 0 0 0 0 5 7 1 0 0 0 0 5 20 1 0 0 0 0 6 24 1 0 0 0 0 7 25 1 0 0 0 0 8 11 1 0 0 0 0 8 18 1 0 0 0 0 9 12 1 0 0 0 0 9 18 1 0 0 0 0 10 13 1 0 0 0 0 10 21 1 0 0 0 0 11 28 1 0 0 0 0 12 28 1 0 0 0 0 13 29 1 0 0 0 0 14 19 2 0 0 0 0 14 23 1 0 0 0 0 15 20 1 0 0 0 0 15 22 2 0 0 0 0 16 21 2 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 17 28 1 0 0 0 0 20 26 2 0 0 0 0 21 26 1 0 0 0 0 22 24 1 0 0 0 0 23 27 1 0 0 0 0 24 30 2 0 0 0 0 25 29 1 0 0 0 0 25 31 2 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000037
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	420.22
ALogP	-0.5982
MLogP	3.77
XLogP	4.203
HDA	4
HBD	0
Rotatable Bonds	7
TPSA	40.62
RO5 Violation	0