NPASS drugs

Drug Information

Drug ID:	NPD4148
Drug Name:
Molecular Formula:	C20H27N3O
Canonical SMILES:	CCOc1cccnc1N(C1CCN(CC1)Cc1ccccc1)C
Standard InCHI:	InChI=1S/C20H27N3O/c1-3-24-19-10-7-13-21-20(19)22(2)18-11-14-23(15-12-18)16-17-8-5-4-6-9-17/h4-10,13,18H,3,11-12,14-16H2,1-2H3
Standard InCHIKey:	VNSBZWKWQFCKGO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4148

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	467
0.1-0.2	5449
0.2-0.3	7346
0.3-0.4	9614
0.4-0.5	5340
0.5-0.6	2166
0.6-0.7	477
0.7-0.8	31
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	0.7418	NPC471177
Intermediate Similarity	0.7418	NPC59779
Intermediate Similarity	0.7418	NPC124542
Intermediate Similarity	0.7327	NPC165349
Intermediate Similarity	0.7327	NPC264166
Intermediate Similarity	0.7327	NPC274291
Intermediate Similarity	0.7327	NPC329708
Intermediate Similarity	0.7327	NPC118832
Intermediate Similarity	0.7327	NPC47059
Intermediate Similarity	0.7243	NPC471178
Intermediate Similarity	0.7236	NPC267928
Intermediate Similarity	0.7165	NPC20249
Intermediate Similarity	0.7137	NPC56271
Intermediate Similarity	0.7129	NPC19872
Intermediate Similarity	0.7098	NPC219963
Intermediate Similarity	0.7097	NPC118511
Intermediate Similarity	0.7085	NPC289786
Intermediate Similarity	0.7072	NPC30540
Intermediate Similarity	0.7067	NPC290689
Intermediate Similarity	0.7053	NPC287208
Intermediate Similarity	0.7043	NPC177404
Intermediate Similarity	0.7037	NPC476518
Intermediate Similarity	0.7035	NPC195268
Intermediate Similarity	0.7035	NPC133140
Intermediate Similarity	0.7024	NPC475774
Intermediate Similarity	0.701	NPC470474
Intermediate Similarity	0.701	NPC161887
Intermediate Similarity	0.701	NPC266551
Intermediate Similarity	0.7	NPC14651
Intermediate Similarity	0.7	NPC121658
Intermediate Similarity	0.7	NPC226202
Remote Similarity	0.6995	NPC476582
Remote Similarity	0.6995	NPC476578
Remote Similarity	0.6995	NPC4071
Remote Similarity	0.6995	NPC287437
Remote Similarity	0.697	NPC472289
Remote Similarity	0.6963	NPC111624
Remote Similarity	0.6942	NPC245816
Remote Similarity	0.6942	NPC476138
Remote Similarity	0.6941	NPC314954
Remote Similarity	0.6939	NPC284559
Remote Similarity	0.6927	NPC132631
Remote Similarity	0.6927	NPC103687
Remote Similarity	0.6923	NPC118776
Remote Similarity	0.6908	NPC476581
Remote Similarity	0.6908	NPC36229
Remote Similarity	0.6908	NPC16452
Remote Similarity	0.6902	NPC26872
Remote Similarity	0.6892	NPC180504
Remote Similarity	0.6882	NPC26850
Remote Similarity	0.6872	NPC242923
Remote Similarity	0.6866	NPC216612
Remote Similarity	0.6847	NPC473053
Remote Similarity	0.684	NPC26679
Remote Similarity	0.6828	NPC315257
Remote Similarity	0.6816	NPC92111
Remote Similarity	0.6814	NPC471614
Remote Similarity	0.681	NPC476465
Remote Similarity	0.6808	NPC476287
Remote Similarity	0.6804	NPC203754
Remote Similarity	0.6804	NPC150048
Remote Similarity	0.6802	NPC160666
Remote Similarity	0.6796	NPC477019
Remote Similarity	0.6796	NPC315957
Remote Similarity	0.6796	NPC471323
Remote Similarity	0.6794	NPC470164
Remote Similarity	0.6794	NPC323345
Remote Similarity	0.6771	NPC314940
Remote Similarity	0.6771	NPC473764
Remote Similarity	0.6766	NPC76748
Remote Similarity	0.6763	NPC31930
Remote Similarity	0.6762	NPC313189
Remote Similarity	0.6759	NPC314270
Remote Similarity	0.6749	NPC84853
Remote Similarity	0.6744	NPC288349
Remote Similarity	0.6743	NPC174421
Remote Similarity	0.6737	NPC263439
Remote Similarity	0.6735	NPC472168
Remote Similarity	0.6729	NPC162530
Remote Similarity	0.6725	NPC477796
Remote Similarity	0.6725	NPC477805
Remote Similarity	0.6725	NPC477795
Remote Similarity	0.6725	NPC477806
Remote Similarity	0.6716	NPC110741
Remote Similarity	0.6716	NPC296527
Remote Similarity	0.6715	NPC329793
Remote Similarity	0.6714	NPC472111
Remote Similarity	0.6698	NPC185782
Remote Similarity	0.6698	NPC469589
Remote Similarity	0.6696	NPC469554
Remote Similarity	0.6684	NPC164664
Remote Similarity	0.6684	NPC283152
Remote Similarity	0.6682	NPC112206
Remote Similarity	0.6682	NPC53069
Remote Similarity	0.6682	NPC202768
Remote Similarity	0.6682	NPC202605
Remote Similarity	0.6682	NPC296482
Remote Similarity	0.6667	NPC285558
Remote Similarity	0.6667	NPC307963
Remote Similarity	0.6651	NPC308906
Remote Similarity	0.6649	NPC97367
Remote Similarity	0.6636	NPC473513
Remote Similarity	0.6635	NPC176538
Remote Similarity	0.6634	NPC230805
Remote Similarity	0.663	NPC220523
Remote Similarity	0.6622	NPC101543
Remote Similarity	0.6616	NPC222592
Remote Similarity	0.6616	NPC168486
Remote Similarity	0.6606	NPC173080
Remote Similarity	0.6605	NPC471603
Remote Similarity	0.6604	NPC135549
Remote Similarity	0.6603	NPC470586
Remote Similarity	0.6601	NPC3715
Remote Similarity	0.6596	NPC63562
Remote Similarity	0.6593	NPC96584
Remote Similarity	0.6593	NPC141053
Remote Similarity	0.6593	NPC255800
Remote Similarity	0.6589	NPC167860
Remote Similarity	0.6589	NPC123976
Remote Similarity	0.6584	NPC74382
Remote Similarity	0.6584	NPC206251
Remote Similarity	0.6582	NPC312872
Remote Similarity	0.6581	NPC472031
Remote Similarity	0.6581	NPC472067
Remote Similarity	0.6581	NPC472066
Remote Similarity	0.6578	NPC201508
Remote Similarity	0.6573	NPC477111
Remote Similarity	0.6573	NPC82548
Remote Similarity	0.6567	NPC42591
Remote Similarity	0.6564	NPC476686
Remote Similarity	0.6564	NPC105758
Remote Similarity	0.6564	NPC476688
Remote Similarity	0.6564	NPC252590
Remote Similarity	0.6562	NPC473057
Remote Similarity	0.6558	NPC208284
Remote Similarity	0.6555	NPC234197
Remote Similarity	0.6552	NPC224327
Remote Similarity	0.6552	NPC472434
Remote Similarity	0.6546	NPC1527
Remote Similarity	0.6546	NPC278874
Remote Similarity	0.6545	NPC324203
Remote Similarity	0.6545	NPC322976
Remote Similarity	0.6545	NPC63338
Remote Similarity	0.6542	NPC174672
Remote Similarity	0.6528	NPC472098
Remote Similarity	0.6528	NPC96405
Remote Similarity	0.6528	NPC171409
Remote Similarity	0.6526	NPC269919
Remote Similarity	0.6526	NPC132680
Remote Similarity	0.6524	NPC232727
Remote Similarity	0.6522	NPC13880
Remote Similarity	0.6522	NPC251090
Remote Similarity	0.652	NPC134079
Remote Similarity	0.6518	NPC186351
Remote Similarity	0.6514	NPC470799
Remote Similarity	0.6514	NPC8022
Remote Similarity	0.6505	NPC198673
Remote Similarity	0.65	NPC315804
Remote Similarity	0.65	NPC313804
Remote Similarity	0.65	NPC144114
Remote Similarity	0.65	NPC17565
Remote Similarity	0.6498	NPC471080
Remote Similarity	0.6498	NPC469592
Remote Similarity	0.6496	NPC472068
Remote Similarity	0.6495	NPC475910
Remote Similarity	0.6479	NPC477113
Remote Similarity	0.6476	NPC329747
Remote Similarity	0.6476	NPC121772
Remote Similarity	0.6465	NPC174758
Remote Similarity	0.6465	NPC288943
Remote Similarity	0.6461	NPC471322
Remote Similarity	0.6461	NPC256893
Remote Similarity	0.6459	NPC168911
Remote Similarity	0.6459	NPC127085
Remote Similarity	0.6458	NPC25899
Remote Similarity	0.6457	NPC130570
Remote Similarity	0.6457	NPC65277
Remote Similarity	0.6455	NPC473822
Remote Similarity	0.6455	NPC197141
Remote Similarity	0.6452	NPC264176
Remote Similarity	0.6452	NPC251160
Remote Similarity	0.6452	NPC94157
Remote Similarity	0.6448	NPC318935
Remote Similarity	0.6447	NPC208060
Remote Similarity	0.6444	NPC187145
Remote Similarity	0.6437	NPC476322
Remote Similarity	0.6436	NPC284678
Remote Similarity	0.6432	NPC211997
Remote Similarity	0.6429	NPC187558
Remote Similarity	0.6425	NPC213530
Remote Similarity	0.6425	NPC193267
Remote Similarity	0.6425	NPC292958
Remote Similarity	0.6422	NPC236668
Remote Similarity	0.6422	NPC66083
Remote Similarity	0.6419	NPC24802
Remote Similarity	0.6418	NPC477891
Remote Similarity	0.6411	NPC224928
Remote Similarity	0.6406	NPC84508
Remote Similarity	0.6402	NPC472435
Remote Similarity	0.6393	NPC146976

Drug Structure

NPD4148 OpenBabel08211704332D 24 26 0 0 0 0 0 0 0 0999 V2000 3.4641 1.0000 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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 C 0 0 0 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 -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 -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 1.7321 1.0000 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 1.7321 -3.0000 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 3.4641 -2.0000 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 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 1.7321 -2.0000 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 -0.5000 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 0.8660 -1.5000 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 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 22 1 0 0 0 0 3 24 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 7 10 2 0 0 0 0 7 13 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 19 1 0 0 0 0 11 14 1 0 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 12 18 1 0 0 0 0 13 21 2 0 0 0 0 14 23 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 23 1 0 0 0 0 18 22 1 0 0 0 0 19 20 2 0 0 0 0 19 24 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001029; DNC001412
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9867934; 133107
ChEBI
CAS Number

Drug Properties

Molecular Weight	325.22
ALogP	-0.2643
MLogP	3.22
XLogP	4.782
HDA	3
HBD	0
Rotatable Bonds	8
TPSA	28.6
RO5 Violation	0