NPASS drugs

Drug Information

Drug ID:	NPD6655
Drug Name:
Molecular Formula:	C26H35N3O2
Canonical SMILES:	CCC(=Nc1c(C)cc(cc1C)C(=O)N1CCC(CC1)N(CCc1ccccc1)C)O
Standard InCHI:	InChI=1S/C26H35N3O2/c1-5-24(30)27-25-19(2)17-22(18-20(25)3)26(31)29-15-12-23(13-16-29)28(4)14-11-21-9-7-6-8-10-21/h6-10,17-18,23H,5,11-16H2,1-4H3,(H,27,30)
Standard InCHIKey:	BESKMDLUOAVUJF-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6655

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	137
0.1-0.2	1183
0.2-0.3	6543
0.3-0.4	11552
0.4-0.5	8450
0.5-0.6	2539
0.6-0.7	446
0.7-0.8	40
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	0.7793	NPC83214
Intermediate Similarity	0.773	NPC314431
Intermediate Similarity	0.766	NPC150863
Intermediate Similarity	0.7647	NPC226143
Intermediate Similarity	0.7603	NPC122553
Intermediate Similarity	0.7586	NPC300299
Intermediate Similarity	0.7483	NPC280807
Intermediate Similarity	0.7483	NPC472245
Intermediate Similarity	0.7419	NPC117032
Intermediate Similarity	0.7389	NPC84317
Intermediate Similarity	0.7379	NPC207428
Intermediate Similarity	0.7342	NPC104345
Intermediate Similarity	0.7338	NPC27833
Intermediate Similarity	0.7296	NPC154478
Intermediate Similarity	0.7273	NPC322433
Intermediate Similarity	0.7267	NPC189116
Intermediate Similarity	0.7256	NPC355
Intermediate Similarity	0.7208	NPC324445
Intermediate Similarity	0.7208	NPC478039
Intermediate Similarity	0.7203	NPC470343
Intermediate Similarity	0.7203	NPC472244
Intermediate Similarity	0.7203	NPC79698
Intermediate Similarity	0.72	NPC469560
Intermediate Similarity	0.7163	NPC257490
Intermediate Similarity	0.7152	NPC472243
Intermediate Similarity	0.7124	NPC478040
Intermediate Similarity	0.7121	NPC167336
Intermediate Similarity	0.7105	NPC2823
Intermediate Similarity	0.7092	NPC161956
Intermediate Similarity	0.7092	NPC258531
Intermediate Similarity	0.7092	NPC112373
Intermediate Similarity	0.7078	NPC314186
Intermediate Similarity	0.7055	NPC113056
Intermediate Similarity	0.7055	NPC138293
Intermediate Similarity	0.7051	NPC254798
Intermediate Similarity	0.7039	NPC207554
Intermediate Similarity	0.7029	NPC33742
Intermediate Similarity	0.7021	NPC291962
Intermediate Similarity	0.7021	NPC177684
Intermediate Similarity	0.7012	NPC471130
Remote Similarity	0.6993	NPC471574
Remote Similarity	0.6992	NPC473418
Remote Similarity	0.6959	NPC126458
Remote Similarity	0.6957	NPC35850
Remote Similarity	0.6957	NPC276949
Remote Similarity	0.6957	NPC57051
Remote Similarity	0.695	NPC220698
Remote Similarity	0.6948	NPC472241
Remote Similarity	0.694	NPC45033
Remote Similarity	0.6936	NPC133003
Remote Similarity	0.6933	NPC316104
Remote Similarity	0.6933	NPC162417
Remote Similarity	0.6913	NPC473962
Remote Similarity	0.689	NPC88970
Remote Similarity	0.6883	NPC471164
Remote Similarity	0.6883	NPC316202
Remote Similarity	0.6879	NPC470545
Remote Similarity	0.6875	NPC268534
Remote Similarity	0.6875	NPC39818
Remote Similarity	0.6864	NPC470548
Remote Similarity	0.6859	NPC136002
Remote Similarity	0.6849	NPC474926
Remote Similarity	0.6846	NPC316746
Remote Similarity	0.6845	NPC318183
Remote Similarity	0.6842	NPC471123
Remote Similarity	0.6831	NPC470546
Remote Similarity	0.6826	NPC63047
Remote Similarity	0.6826	NPC475248
Remote Similarity	0.6824	NPC473322
Remote Similarity	0.6824	NPC475607
Remote Similarity	0.6818	NPC130251
Remote Similarity	0.6818	NPC315051
Remote Similarity	0.6815	NPC472242
Remote Similarity	0.6813	NPC66936
Remote Similarity	0.6809	NPC470544
Remote Similarity	0.6809	NPC239357
Remote Similarity	0.68	NPC40364
Remote Similarity	0.6795	NPC314287
Remote Similarity	0.679	NPC473297
Remote Similarity	0.6784	NPC474081
Remote Similarity	0.6784	NPC14849
Remote Similarity	0.678	NPC471195
Remote Similarity	0.678	NPC471196
Remote Similarity	0.6774	NPC470301
Remote Similarity	0.6765	NPC248862
Remote Similarity	0.6765	NPC475594
Remote Similarity	0.6735	NPC205946
Remote Similarity	0.6724	NPC470205
Remote Similarity	0.6724	NPC470317
Remote Similarity	0.6711	NPC111428
Remote Similarity	0.6708	NPC154602
Remote Similarity	0.6707	NPC153694
Remote Similarity	0.6707	NPC211525
Remote Similarity	0.6705	NPC286994
Remote Similarity	0.6691	NPC473498
Remote Similarity	0.669	NPC103292
Remote Similarity	0.669	NPC71684
Remote Similarity	0.6687	NPC35510
Remote Similarity	0.6687	NPC194881
Remote Similarity	0.6687	NPC253667
Remote Similarity	0.6686	NPC471742
Remote Similarity	0.6667	NPC63210
Remote Similarity	0.6667	NPC186284
Remote Similarity	0.6667	NPC36495
Remote Similarity	0.6667	NPC243673
Remote Similarity	0.6667	NPC97380
Remote Similarity	0.6667	NPC148468
Remote Similarity	0.6667	NPC328611
Remote Similarity	0.6667	NPC263709
Remote Similarity	0.6667	NPC310403
Remote Similarity	0.6667	NPC22082
Remote Similarity	0.6647	NPC475761
Remote Similarity	0.6647	NPC147298
Remote Similarity	0.6647	NPC182057
Remote Similarity	0.6647	NPC131450
Remote Similarity	0.6647	NPC474041
Remote Similarity	0.6646	NPC473329
Remote Similarity	0.6642	NPC291610
Remote Similarity	0.6629	NPC159125
Remote Similarity	0.6626	NPC295021
Remote Similarity	0.6623	NPC314098
Remote Similarity	0.6623	NPC255447
Remote Similarity	0.6621	NPC179605
Remote Similarity	0.6621	NPC200964
Remote Similarity	0.6621	NPC316582
Remote Similarity	0.6621	NPC279385
Remote Similarity	0.661	NPC135601
Remote Similarity	0.661	NPC17273
Remote Similarity	0.661	NPC141612
Remote Similarity	0.6608	NPC161861
Remote Similarity	0.6607	NPC52059
Remote Similarity	0.6607	NPC470069
Remote Similarity	0.6606	NPC222029
Remote Similarity	0.6606	NPC113946
Remote Similarity	0.6603	NPC243162
Remote Similarity	0.6597	NPC228515
Remote Similarity	0.6593	NPC472540
Remote Similarity	0.6593	NPC202613
Remote Similarity	0.6593	NPC470787
Remote Similarity	0.6593	NPC472539
Remote Similarity	0.6592	NPC313293
Remote Similarity	0.6592	NPC324091
Remote Similarity	0.659	NPC157583
Remote Similarity	0.6587	NPC476231
Remote Similarity	0.6587	NPC191863
Remote Similarity	0.6587	NPC289776
Remote Similarity	0.6587	NPC472117
Remote Similarity	0.6587	NPC472101
Remote Similarity	0.6587	NPC472121
Remote Similarity	0.6587	NPC133470
Remote Similarity	0.6587	NPC472120
Remote Similarity	0.6581	NPC287358
Remote Similarity	0.6573	NPC285926
Remote Similarity	0.6573	NPC14672
Remote Similarity	0.6573	NPC315276
Remote Similarity	0.6568	NPC214960
Remote Similarity	0.6568	NPC279527
Remote Similarity	0.6568	NPC278887
Remote Similarity	0.6566	NPC276085
Remote Similarity	0.6561	NPC301760
Remote Similarity	0.6557	NPC471199
Remote Similarity	0.6557	NPC472541
Remote Similarity	0.6557	NPC472542
Remote Similarity	0.6556	NPC187231
Remote Similarity	0.6556	NPC200589
Remote Similarity	0.6554	NPC285394
Remote Similarity	0.6554	NPC192533
Remote Similarity	0.6552	NPC248462
Remote Similarity	0.6533	NPC476950
Remote Similarity	0.6532	NPC471743
Remote Similarity	0.6529	NPC70949
Remote Similarity	0.6527	NPC225319
Remote Similarity	0.6527	NPC472102
Remote Similarity	0.6527	NPC309531
Remote Similarity	0.6522	NPC55529
Remote Similarity	0.651	NPC101719
Remote Similarity	0.6509	NPC472106
Remote Similarity	0.6506	NPC61013
Remote Similarity	0.6506	NPC477887
Remote Similarity	0.6497	NPC21429
Remote Similarity	0.6496	NPC143516
Remote Similarity	0.6494	NPC313352
Remote Similarity	0.6491	NPC472118
Remote Similarity	0.649	NPC209389
Remote Similarity	0.6488	NPC469741
Remote Similarity	0.6486	NPC106118
Remote Similarity	0.6485	NPC161827
Remote Similarity	0.6483	NPC264580
Remote Similarity	0.6481	NPC237649
Remote Similarity	0.6481	NPC300596
Remote Similarity	0.6478	NPC469537
Remote Similarity	0.6477	NPC113626
Remote Similarity	0.6474	NPC469529
Remote Similarity	0.6471	NPC53044
Remote Similarity	0.6471	NPC471317
Remote Similarity	0.6467	NPC471122
Remote Similarity	0.6463	NPC285381
Remote Similarity	0.6453	NPC292265
Remote Similarity	0.6449	NPC130898
Remote Similarity	0.6449	NPC474804

Drug Structure

NPD6655 OpenBabel08211710072D 32 34 0 0 1 0 0 0 0 0999 V2000 -2.5981 -1.5000 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 -0.8660 -1.5000 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 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 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 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 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 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 0.8660 0.5000 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 7.7942 -1.5000 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 5.1962 0.0000 0.0000 C 0 0 3 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 0.0000 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 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 N 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 -2.5981 0.5000 0.0000 O 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 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 19 1 0 0 0 0 3 20 1 0 0 0 0 4 28 1 0 0 0 0 5 24 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 2 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 14 1 0 0 0 0 11 21 1 0 0 0 0 12 15 1 0 0 0 0 12 23 1 0 0 0 0 13 16 1 0 0 0 0 13 23 1 0 0 0 0 14 28 1 0 0 0 0 15 29 1 0 0 0 0 16 29 1 0 0 0 0 17 19 1 0 0 0 0 17 22 2 0 0 0 0 18 20 2 0 0 0 0 18 22 1 0 0 0 0 19 25 2 0 0 0 0 20 25 1 0 0 0 0 22 26 1 0 0 0 0 23 28 1 0 0 0 0 24 27 2 3 0 0 0 24 30 1 0 0 0 0 25 27 1 0 0 0 0 26 29 1 0 0 0 0 26 31 2 0 0 0 0 30 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004209
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	219019
ChEBI
CAS Number

Drug Properties

Molecular Weight	421.27
ALogP	0.4332
MLogP	3.77
XLogP	6.359
HDA	5
HBD	1
Rotatable Bonds	13
TPSA	56.14
RO5 Violation	1