NPASS drugs

Drug Information

Drug ID:	NPD6366
Drug Name:
Molecular Formula:	C25H34N4O2
Canonical SMILES:	COc1ccccc1N1CCN(CC1)CCN(C(=O)C1CCCCC1)c1ccccn1
Standard InCHI:	InChI=1S/C25H34N4O2/c1-31-23-12-6-5-11-22(23)28-18-15-27(16-19-28)17-20-29(24-13-7-8-14-26-24)25(30)21-9-3-2-4-10-21/h5-8,11-14,21H,2-4,9-10,15-20H2,1H3
Standard InCHIKey:	SBPRIAGPYFYCRT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6366

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	370
0.1-0.2	2873
0.2-0.3	9685
0.3-0.4	9808
0.4-0.5	5257
0.5-0.6	2272
0.6-0.7	617
0.7-0.8	8
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	0.7265	NPC257851
Intermediate Similarity	0.7256	NPC242923
Intermediate Similarity	0.7116	NPC287208
Intermediate Similarity	0.7111	NPC186351
Intermediate Similarity	0.7027	NPC308906
Intermediate Similarity	0.7027	NPC17565
Intermediate Similarity	0.702	NPC476518
Intermediate Similarity	0.7009	NPC216612
Remote Similarity	0.6985	NPC14651
Remote Similarity	0.6985	NPC121658
Remote Similarity	0.6978	NPC65277
Remote Similarity	0.6977	NPC329708
Remote Similarity	0.6977	NPC264166
Remote Similarity	0.6977	NPC274291
Remote Similarity	0.6977	NPC165349
Remote Similarity	0.6977	NPC47059
Remote Similarity	0.6977	NPC118832
Remote Similarity	0.6976	NPC20249
Remote Similarity	0.6966	NPC72905
Remote Similarity	0.6953	NPC471614
Remote Similarity	0.6951	NPC313804
Remote Similarity	0.6951	NPC315804
Remote Similarity	0.6934	NPC127085
Remote Similarity	0.6912	NPC219963
Remote Similarity	0.6912	NPC161887
Remote Similarity	0.6912	NPC266551
Remote Similarity	0.6887	NPC267928
Remote Similarity	0.6886	NPC157931
Remote Similarity	0.6883	NPC141053
Remote Similarity	0.6866	NPC111624
Remote Similarity	0.6856	NPC66777
Remote Similarity	0.6856	NPC471762
Remote Similarity	0.6852	NPC475774
Remote Similarity	0.6842	NPC470018
Remote Similarity	0.684	NPC49547
Remote Similarity	0.6838	NPC30540
Remote Similarity	0.6835	NPC316403
Remote Similarity	0.6833	NPC264176
Remote Similarity	0.6833	NPC137353
Remote Similarity	0.6822	NPC476582
Remote Similarity	0.6822	NPC476578
Remote Similarity	0.6822	NPC4071
Remote Similarity	0.6818	NPC470020
Remote Similarity	0.6812	NPC74575
Remote Similarity	0.681	NPC220852
Remote Similarity	0.6804	NPC82548
Remote Similarity	0.6795	NPC285343
Remote Similarity	0.6793	NPC142385
Remote Similarity	0.6786	NPC305984
Remote Similarity	0.6774	NPC476138
Remote Similarity	0.6774	NPC245816
Remote Similarity	0.6773	NPC174758
Remote Similarity	0.6773	NPC174672
Remote Similarity	0.6768	NPC177404
Remote Similarity	0.6767	NPC101543
Remote Similarity	0.6757	NPC472098
Remote Similarity	0.6756	NPC314270
Remote Similarity	0.6745	NPC226202
Remote Similarity	0.6745	NPC198673
Remote Similarity	0.6743	NPC36229
Remote Similarity	0.6743	NPC476581
Remote Similarity	0.6743	NPC16452
Remote Similarity	0.6734	NPC118511
Remote Similarity	0.6723	NPC75179
Remote Similarity	0.6713	NPC19872
Remote Similarity	0.671	NPC314954
Remote Similarity	0.67	NPC471178
Remote Similarity	0.6698	NPC133140
Remote Similarity	0.6698	NPC168911
Remote Similarity	0.6698	NPC195268
Remote Similarity	0.6696	NPC132631
Remote Similarity	0.6696	NPC103687
Remote Similarity	0.6695	NPC469554
Remote Similarity	0.6694	NPC56271
Remote Similarity	0.6683	NPC471177
Remote Similarity	0.6683	NPC124542
Remote Similarity	0.6683	NPC59779
Remote Similarity	0.6681	NPC322482
Remote Similarity	0.6667	NPC290689
Remote Similarity	0.6667	NPC118776
Remote Similarity	0.6667	NPC210256
Remote Similarity	0.6653	NPC26543
Remote Similarity	0.6653	NPC316224
Remote Similarity	0.6653	NPC53534
Remote Similarity	0.6652	NPC476287
Remote Similarity	0.6652	NPC236668
Remote Similarity	0.6636	NPC280638
Remote Similarity	0.6636	NPC198401
Remote Similarity	0.6634	NPC1527
Remote Similarity	0.6623	NPC472099
Remote Similarity	0.6623	NPC319232
Remote Similarity	0.6623	NPC24370
Remote Similarity	0.6622	NPC146976
Remote Similarity	0.662	NPC239954
Remote Similarity	0.6616	NPC26850
Remote Similarity	0.661	NPC470017
Remote Similarity	0.6607	NPC26679
Remote Similarity	0.6606	NPC243850
Remote Similarity	0.6606	NPC31930
Remote Similarity	0.6606	NPC193238
Remote Similarity	0.6606	NPC313189
Remote Similarity	0.6596	NPC329631
Remote Similarity	0.6593	NPC274982
Remote Similarity	0.6593	NPC152768
Remote Similarity	0.6593	NPC148183
Remote Similarity	0.6592	NPC167860
Remote Similarity	0.6592	NPC123976
Remote Similarity	0.6588	NPC74382
Remote Similarity	0.6588	NPC206251
Remote Similarity	0.6587	NPC470474
Remote Similarity	0.6582	NPC470022
Remote Similarity	0.6582	NPC28945
Remote Similarity	0.6579	NPC168209
Remote Similarity	0.6574	NPC315467
Remote Similarity	0.6573	NPC473763
Remote Similarity	0.6573	NPC117244
Remote Similarity	0.6571	NPC314882
Remote Similarity	0.6557	NPC472289
Remote Similarity	0.6556	NPC208522
Remote Similarity	0.6555	NPC474183
Remote Similarity	0.655	NPC323969
Remote Similarity	0.6548	NPC26872
Remote Similarity	0.6547	NPC185782
Remote Similarity	0.6538	NPC271792
Remote Similarity	0.6538	NPC326363
Remote Similarity	0.6535	NPC303658
Remote Similarity	0.6533	NPC53069
Remote Similarity	0.6533	NPC471603
Remote Similarity	0.6533	NPC202605
Remote Similarity	0.6533	NPC112206
Remote Similarity	0.6533	NPC296482
Remote Similarity	0.6533	NPC202768
Remote Similarity	0.6532	NPC478006
Remote Similarity	0.653	NPC470586
Remote Similarity	0.6525	NPC323752
Remote Similarity	0.6524	NPC323244
Remote Similarity	0.6522	NPC17305
Remote Similarity	0.6518	NPC471304
Remote Similarity	0.6516	NPC285558
Remote Similarity	0.6514	NPC287437
Remote Similarity	0.6513	NPC184680
Remote Similarity	0.6504	NPC162530
Remote Similarity	0.6502	NPC476465
Remote Similarity	0.65	NPC295898
Remote Similarity	0.6494	NPC175150
Remote Similarity	0.6494	NPC152620
Remote Similarity	0.6494	NPC243633
Remote Similarity	0.6491	NPC12100
Remote Similarity	0.6486	NPC472111
Remote Similarity	0.6485	NPC470785
Remote Similarity	0.6484	NPC477019
Remote Similarity	0.6484	NPC315957
Remote Similarity	0.6482	NPC478010
Remote Similarity	0.6482	NPC478009
Remote Similarity	0.6479	NPC224327
Remote Similarity	0.6479	NPC110741
Remote Similarity	0.6478	NPC472435
Remote Similarity	0.6473	NPC469589
Remote Similarity	0.6468	NPC115595
Remote Similarity	0.6468	NPC25899
Remote Similarity	0.6466	NPC472436
Remote Similarity	0.6465	NPC471448
Remote Similarity	0.6457	NPC135549
Remote Similarity	0.6456	NPC172222
Remote Similarity	0.6453	NPC187145
Remote Similarity	0.6453	NPC244536
Remote Similarity	0.645	NPC60621
Remote Similarity	0.6449	NPC472066
Remote Similarity	0.6449	NPC472031
Remote Similarity	0.6449	NPC134079
Remote Similarity	0.6449	NPC473569
Remote Similarity	0.6449	NPC472067
Remote Similarity	0.6447	NPC177996
Remote Similarity	0.6447	NPC147983
Remote Similarity	0.6445	NPC284559
Remote Similarity	0.6444	NPC472061
Remote Similarity	0.6441	NPC160666
Remote Similarity	0.6441	NPC260434
Remote Similarity	0.6439	NPC473764
Remote Similarity	0.6439	NPC314940
Remote Similarity	0.6438	NPC123395
Remote Similarity	0.6438	NPC125597
Remote Similarity	0.6438	NPC21638
Remote Similarity	0.6435	NPC103230
Remote Similarity	0.6435	NPC289786
Remote Similarity	0.6435	NPC84853
Remote Similarity	0.6435	NPC213530
Remote Similarity	0.6435	NPC193267
Remote Similarity	0.6434	NPC161801
Remote Similarity	0.6429	NPC253675
Remote Similarity	0.6429	NPC325976
Remote Similarity	0.6426	NPC311906
Remote Similarity	0.6425	NPC312872
Remote Similarity	0.6422	NPC210434
Remote Similarity	0.642	NPC472434
Remote Similarity	0.6419	NPC473513
Remote Similarity	0.6419	NPC92111
Remote Similarity	0.6417	NPC470784
Remote Similarity	0.6414	NPC102593
Remote Similarity	0.6414	NPC196718

Drug Structure

NPD6366 OpenBabel08211709092D 31 34 0 0 0 0 0 0 0 0999 V2000 -4.3301 -1.5000 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -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 0.8660 1.5000 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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 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 -1.7321 -3.0000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 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 0.0000 -2.0000 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 -4.3301 -3.5000 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 0.8660 -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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 N 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 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 21 1 0 0 0 0 10 21 1 0 0 0 0 11 22 2 0 0 0 0 12 23 2 0 0 0 0 13 24 2 0 0 0 0 14 26 2 0 0 0 0 15 18 1 0 0 0 0 15 27 1 0 0 0 0 16 19 1 0 0 0 0 16 27 1 0 0 0 0 17 20 1 0 0 0 0 17 27 1 0 0 0 0 18 28 1 0 0 0 0 19 28 1 0 0 0 0 20 29 1 0 0 0 0 21 25 1 0 0 0 0 22 23 1 0 0 0 0 22 28 1 0 0 0 0 23 31 1 0 0 0 0 24 26 1 0 0 0 0 24 29 1 0 0 0 0 25 29 1 0 0 0 0 25 30 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001509
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5684
ChEBI
CAS Number

Drug Properties

Molecular Weight	422.27
ALogP	-1.0881
MLogP	3.55
XLogP	4.585
HDA	5
HBD	0
Rotatable Bonds	9
TPSA	48.91
RO5 Violation	0