NPASS drugs

Drug Information

Drug ID:	NPD6768
Drug Name:
Molecular Formula:	C27H29N3O2
Canonical SMILES:	O=C(N1CCCC(c2c1cccc2)N(C)C)c1ccc(cc1)NC(=O)c1ccccc1C
Standard InCHI:	InChI=1S/C27H29N3O2/c1-19-9-4-5-10-22(19)26(31)28-21-16-14-20(15-17-21)27(32)30-18-8-13-24(29(2)3)23-11-6-7-12-25(23)30/h4-7,9-12,14-17,24H,8,13,18H2,1-3H3,(H,28,31)
Standard InCHIKey:	WRNXUQJJCIZICJ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6768

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	263
0.1-0.2	1860
0.2-0.3	9154
0.3-0.4	12194
0.4-0.5	5147
0.5-0.6	1858
0.6-0.7	359
0.7-0.8	52
0.8-0.85	3
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	0.8227	NPC316104
Intermediate Similarity	0.8227	NPC162417
Intermediate Similarity	0.8	NPC226143
Intermediate Similarity	0.7842	NPC192533
Intermediate Similarity	0.777	NPC471164
Intermediate Similarity	0.7626	NPC257490
Intermediate Similarity	0.7606	NPC322433
Intermediate Similarity	0.7554	NPC279385
Intermediate Similarity	0.7554	NPC179605
Intermediate Similarity	0.7533	NPC2823
Intermediate Similarity	0.75	NPC103292
Intermediate Similarity	0.7482	NPC177684
Intermediate Similarity	0.7482	NPC291962
Intermediate Similarity	0.7448	NPC472245
Intermediate Similarity	0.7447	NPC268534
Intermediate Similarity	0.7432	NPC300299
Intermediate Similarity	0.7429	NPC112373
Intermediate Similarity	0.7429	NPC258531
Intermediate Similarity	0.7429	NPC161956
Intermediate Similarity	0.7426	NPC57051
Intermediate Similarity	0.74	NPC83214
Intermediate Similarity	0.7389	NPC117032
Intermediate Similarity	0.7379	NPC209389
Intermediate Similarity	0.7351	NPC130251
Intermediate Similarity	0.7303	NPC301760
Intermediate Similarity	0.7292	NPC470343
Intermediate Similarity	0.7292	NPC472244
Intermediate Similarity	0.7285	NPC469560
Intermediate Similarity	0.7279	NPC126458
Intermediate Similarity	0.7273	NPC254698
Intermediate Similarity	0.726	NPC150863
Intermediate Similarity	0.7233	NPC295021
Intermediate Similarity	0.7211	NPC280807
Intermediate Similarity	0.7211	NPC314431
Intermediate Similarity	0.7205	NPC222029
Intermediate Similarity	0.7197	NPC109787
Intermediate Similarity	0.7152	NPC279527
Intermediate Similarity	0.7152	NPC473329
Intermediate Similarity	0.7152	NPC214960
Intermediate Similarity	0.711	NPC133003
Intermediate Similarity	0.7093	NPC470205
Intermediate Similarity	0.7083	NPC39818
Intermediate Similarity	0.7055	NPC79698
Intermediate Similarity	0.7055	NPC276085
Intermediate Similarity	0.7055	NPC36495
Intermediate Similarity	0.7055	NPC193410
Intermediate Similarity	0.7051	NPC136002
Intermediate Similarity	0.7039	NPC471123
Intermediate Similarity	0.7032	NPC472241
Intermediate Similarity	0.7013	NPC472243
Intermediate Similarity	0.7013	NPC207554
Intermediate Similarity	0.7012	NPC248117
Intermediate Similarity	0.7006	NPC475248
Intermediate Similarity	0.7006	NPC63047
Intermediate Similarity	0.7	NPC66936
Remote Similarity	0.6994	NPC61013
Remote Similarity	0.6994	NPC123241
Remote Similarity	0.6987	NPC469537
Remote Similarity	0.6985	NPC79618
Remote Similarity	0.6985	NPC434
Remote Similarity	0.697	NPC469741
Remote Similarity	0.697	NPC282339
Remote Similarity	0.697	NPC99632
Remote Similarity	0.6959	NPC14849
Remote Similarity	0.6923	NPC355
Remote Similarity	0.6903	NPC242933
Remote Similarity	0.6903	NPC315051
Remote Similarity	0.6899	NPC472242
Remote Similarity	0.6897	NPC475915
Remote Similarity	0.6897	NPC470317
Remote Similarity	0.689	NPC104345
Remote Similarity	0.6887	NPC207428
Remote Similarity	0.6887	NPC473962
Remote Similarity	0.6883	NPC122553
Remote Similarity	0.6882	NPC242269
Remote Similarity	0.6867	NPC293458
Remote Similarity	0.6866	NPC291610
Remote Similarity	0.6861	NPC172170
Remote Similarity	0.6859	NPC471574
Remote Similarity	0.6842	NPC328611
Remote Similarity	0.6842	NPC248862
Remote Similarity	0.6829	NPC84317
Remote Similarity	0.6826	NPC138293
Remote Similarity	0.6826	NPC113056
Remote Similarity	0.6821	NPC147298
Remote Similarity	0.6821	NPC131450
Remote Similarity	0.6821	NPC182057
Remote Similarity	0.6807	NPC225319
Remote Similarity	0.6807	NPC472102
Remote Similarity	0.6807	NPC309531
Remote Similarity	0.6805	NPC223595
Remote Similarity	0.6805	NPC224970
Remote Similarity	0.6805	NPC167724
Remote Similarity	0.6788	NPC113946
Remote Similarity	0.678	NPC141612
Remote Similarity	0.678	NPC135601
Remote Similarity	0.678	NPC17273
Remote Similarity	0.6776	NPC40364
Remote Similarity	0.6772	NPC478040
Remote Similarity	0.6765	NPC38262
Remote Similarity	0.6765	NPC472118
Remote Similarity	0.676	NPC324091
Remote Similarity	0.6755	NPC194562
Remote Similarity	0.6755	NPC187231
Remote Similarity	0.675	NPC478039
Remote Similarity	0.6747	NPC154478
Remote Similarity	0.6744	NPC470548
Remote Similarity	0.6739	NPC55529
Remote Similarity	0.6726	NPC189116
Remote Similarity	0.6725	NPC318183
Remote Similarity	0.6725	NPC292265
Remote Similarity	0.6724	NPC475094
Remote Similarity	0.6711	NPC314098
Remote Similarity	0.6688	NPC253476
Remote Similarity	0.6687	NPC154602
Remote Similarity	0.6687	NPC314223
Remote Similarity	0.6687	NPC243756
Remote Similarity	0.6686	NPC286994
Remote Similarity	0.6686	NPC161861
Remote Similarity	0.6686	NPC471130
Remote Similarity	0.6667	NPC313293
Remote Similarity	0.6667	NPC308197
Remote Similarity	0.6667	NPC21429
Remote Similarity	0.6667	NPC176983
Remote Similarity	0.6667	NPC286871
Remote Similarity	0.6667	NPC287358
Remote Similarity	0.6646	NPC22082
Remote Similarity	0.6646	NPC186284
Remote Similarity	0.6646	NPC470301
Remote Similarity	0.6646	NPC122106
Remote Similarity	0.6646	NPC285381
Remote Similarity	0.6645	NPC173295
Remote Similarity	0.6627	NPC29285
Remote Similarity	0.6625	NPC314186
Remote Similarity	0.6624	NPC319645
Remote Similarity	0.6609	NPC264482
Remote Similarity	0.6609	NPC203202
Remote Similarity	0.6607	NPC474058
Remote Similarity	0.6594	NPC473418
Remote Similarity	0.6594	NPC167336
Remote Similarity	0.659	NPC177261
Remote Similarity	0.659	NPC139085
Remote Similarity	0.659	NPC96901
Remote Similarity	0.659	NPC214626
Remote Similarity	0.659	NPC251212
Remote Similarity	0.6587	NPC76982
Remote Similarity	0.6573	NPC477003
Remote Similarity	0.657	NPC471943
Remote Similarity	0.6568	NPC88970
Remote Similarity	0.6564	NPC300596
Remote Similarity	0.6564	NPC237649
Remote Similarity	0.6552	NPC313673
Remote Similarity	0.6541	NPC43477
Remote Similarity	0.6538	NPC476460
Remote Similarity	0.6534	NPC99043
Remote Similarity	0.6534	NPC6974
Remote Similarity	0.6534	NPC474041
Remote Similarity	0.6534	NPC218594
Remote Similarity	0.6524	NPC144691
Remote Similarity	0.6517	NPC314659
Remote Similarity	0.6514	NPC471743
Remote Similarity	0.6514	NPC475607
Remote Similarity	0.6507	NPC313449
Remote Similarity	0.65	NPC473615
Remote Similarity	0.6497	NPC11149
Remote Similarity	0.6486	NPC316582
Remote Similarity	0.6481	NPC313850
Remote Similarity	0.6477	NPC474081
Remote Similarity	0.6477	NPC186669
Remote Similarity	0.6471	NPC472120
Remote Similarity	0.6471	NPC472117
Remote Similarity	0.6471	NPC472101
Remote Similarity	0.6471	NPC75496
Remote Similarity	0.6464	NPC229484
Remote Similarity	0.6463	NPC242000
Remote Similarity	0.6463	NPC228515
Remote Similarity	0.6461	NPC197335
Remote Similarity	0.6457	NPC475594
Remote Similarity	0.6457	NPC469726
Remote Similarity	0.6457	NPC329338
Remote Similarity	0.6452	NPC53044
Remote Similarity	0.6447	NPC252794
Remote Similarity	0.6444	NPC308931
Remote Similarity	0.6444	NPC259626
Remote Similarity	0.6444	NPC99939
Remote Similarity	0.6442	NPC324445
Remote Similarity	0.644	NPC471191
Remote Similarity	0.6433	NPC271797
Remote Similarity	0.6433	NPC21174
Remote Similarity	0.6429	NPC473498
Remote Similarity	0.6429	NPC292675
Remote Similarity	0.6429	NPC473666
Remote Similarity	0.6412	NPC315368
Remote Similarity	0.6409	NPC87391
Remote Similarity	0.6405	NPC307437
Remote Similarity	0.6405	NPC58827
Remote Similarity	0.6405	NPC72473
Remote Similarity	0.6404	NPC91179
Remote Similarity	0.6402	NPC254798
Remote Similarity	0.6402	NPC212799

Drug Structure

NPD6768 OpenBabel08211710072D 33 36 0 0 1 0 0 0 0 0999 V2000 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9311 -3.1663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3706 -3.9179 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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8121 -1.0234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5896 -0.0485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1235 -1.4088 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 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0791 -1.7036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 0.2463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.1906 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 2.5000 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 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9010 -0.4339 0.0000 C 0 0 0 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 0.8660 1.5000 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1235 -1.4088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.1906 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.9010 -0.4339 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 -0.0000 1.0000 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 0.9339 -3.0916 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 5.1962 3.0000 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 3.4641 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 29 1 0 0 0 0 3 29 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 8 18 1 0 0 0 0 9 19 2 0 0 0 0 10 22 2 0 0 0 0 11 23 2 0 0 0 0 12 25 2 0 0 0 0 13 24 1 0 0 0 0 14 16 1 0 0 0 0 14 20 2 0 0 0 0 15 17 2 0 0 0 0 15 20 1 0 0 0 0 16 21 2 0 0 0 0 17 21 1 0 0 0 0 18 30 1 0 0 0 0 19 22 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 26 1 0 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 26 28 1 0 0 0 0 26 31 2 0 0 0 0 27 30 1 0 0 0 0 27 32 2 0 0 0 0 28 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001063; DNC004616
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	119369
ChEBI
CAS Number

Drug Properties

Molecular Weight	427.23
ALogP	-1.0246
MLogP	3.88
XLogP	6.908
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	52.65
RO5 Violation	1