NPASS drugs

Drug Information

Drug ID:	NPD5146
Drug Name:	DAT-582
Molecular Formula:	C22H27N5O
Canonical SMILES:	CN1CCN(C[C@@H](C1)NC(=O)c1n[nH]c2c1cccc2)Cc1cccc(c1)C
Standard InCHI:	InChI=1S/C22H27N5O/c1-16-6-5-7-17(12-16)13-27-11-10-26(2)14-18(15-27)23-22(28)21-19-8-3-4-9-20(19)24-25-21/h3-9,12,18H,10-11,13-15H2,1-2H3,(H,23,28)(H,24,25)/t18-/m1/s1
Standard InCHIKey:	KDCVCMJTEQZMEL-GOSISDBHSA-N
Max Developmental Stage:	Suspended
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5146

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	436
0.1-0.2	3633
0.2-0.3	11897
0.3-0.4	10777
0.4-0.5	2163
0.5-0.6	1543
0.6-0.7	425
0.7-0.8	16
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	0.7609	NPC133003
Intermediate Similarity	0.75	NPC470205
Intermediate Similarity	0.7287	NPC141612
Intermediate Similarity	0.7287	NPC135601
Intermediate Similarity	0.7287	NPC17273
Intermediate Similarity	0.7263	NPC324091
Intermediate Similarity	0.7232	NPC477887
Intermediate Similarity	0.7181	NPC21429
Intermediate Similarity	0.7143	NPC99939
Intermediate Similarity	0.7143	NPC308931
Intermediate Similarity	0.712	NPC161861
Intermediate Similarity	0.709	NPC477003
Intermediate Similarity	0.7066	NPC162417
Intermediate Similarity	0.7066	NPC316104
Intermediate Similarity	0.7027	NPC252572
Intermediate Similarity	0.7011	NPC470440
Remote Similarity	0.6978	NPC271797
Remote Similarity	0.6978	NPC21174
Remote Similarity	0.6968	NPC11126
Remote Similarity	0.6959	NPC476460
Remote Similarity	0.6931	NPC471191
Remote Similarity	0.6931	NPC91179
Remote Similarity	0.6927	NPC94752
Remote Similarity	0.6919	NPC471943
Remote Similarity	0.6915	NPC317701
Remote Similarity	0.6911	NPC228835
Remote Similarity	0.6862	NPC151635
Remote Similarity	0.6851	NPC76982
Remote Similarity	0.6842	NPC88110
Remote Similarity	0.6825	NPC284775
Remote Similarity	0.6818	NPC102592
Remote Similarity	0.6818	NPC79356
Remote Similarity	0.6806	NPC191415
Remote Similarity	0.6784	NPC167710
Remote Similarity	0.6769	NPC473666
Remote Similarity	0.6757	NPC115232
Remote Similarity	0.6743	NPC473868
Remote Similarity	0.6743	NPC63157
Remote Similarity	0.6739	NPC194881
Remote Similarity	0.6733	NPC471944
Remote Similarity	0.6731	NPC153980
Remote Similarity	0.6731	NPC6865
Remote Similarity	0.6718	NPC17059
Remote Similarity	0.6717	NPC326422
Remote Similarity	0.6684	NPC102755
Remote Similarity	0.6683	NPC72956
Remote Similarity	0.6667	NPC272458
Remote Similarity	0.6651	NPC471194
Remote Similarity	0.6651	NPC471193
Remote Similarity	0.665	NPC329858
Remote Similarity	0.6648	NPC21605
Remote Similarity	0.6634	NPC268744
Remote Similarity	0.6634	NPC475914
Remote Similarity	0.6634	NPC220797
Remote Similarity	0.6634	NPC477004
Remote Similarity	0.6634	NPC153123
Remote Similarity	0.6634	NPC201266
Remote Similarity	0.6634	NPC474318
Remote Similarity	0.6633	NPC304203
Remote Similarity	0.6632	NPC471579
Remote Similarity	0.6614	NPC6982
Remote Similarity	0.6601	NPC269203
Remote Similarity	0.6601	NPC166209
Remote Similarity	0.6601	NPC13456
Remote Similarity	0.6601	NPC77241
Remote Similarity	0.6583	NPC472292
Remote Similarity	0.658	NPC16659
Remote Similarity	0.6578	NPC42372
Remote Similarity	0.6566	NPC314333
Remote Similarity	0.6557	NPC471192
Remote Similarity	0.6552	NPC325252
Remote Similarity	0.655	NPC472210
Remote Similarity	0.655	NPC81802
Remote Similarity	0.655	NPC247735
Remote Similarity	0.655	NPC269886
Remote Similarity	0.655	NPC472295
Remote Similarity	0.6545	NPC293216
Remote Similarity	0.6543	NPC114637
Remote Similarity	0.6538	NPC117032
Remote Similarity	0.6528	NPC265710
Remote Similarity	0.6524	NPC271734
Remote Similarity	0.6517	NPC294693
Remote Similarity	0.6517	NPC136002
Remote Similarity	0.6515	NPC213629
Remote Similarity	0.6515	NPC103119
Remote Similarity	0.6513	NPC117027
Remote Similarity	0.6512	NPC475450
Remote Similarity	0.6503	NPC281094
Remote Similarity	0.6495	NPC469896
Remote Similarity	0.6494	NPC198988
Remote Similarity	0.649	NPC54420
Remote Similarity	0.6489	NPC233380
Remote Similarity	0.6486	NPC299594
Remote Similarity	0.6485	NPC472293
Remote Similarity	0.6479	NPC322064
Remote Similarity	0.6477	NPC240088
Remote Similarity	0.6477	NPC234987
Remote Similarity	0.6477	NPC157583
Remote Similarity	0.6477	NPC473380
Remote Similarity	0.6471	NPC214106
Remote Similarity	0.6467	NPC476297
Remote Similarity	0.6457	NPC218268
Remote Similarity	0.6453	NPC134657
Remote Similarity	0.6452	NPC475990
Remote Similarity	0.6452	NPC221786
Remote Similarity	0.6452	NPC474880
Remote Similarity	0.6443	NPC219336
Remote Similarity	0.6441	NPC88097
Remote Similarity	0.6429	NPC478158
Remote Similarity	0.6429	NPC162860
Remote Similarity	0.6422	NPC34837
Remote Similarity	0.6419	NPC477714
Remote Similarity	0.6418	NPC216550
Remote Similarity	0.6413	NPC200214
Remote Similarity	0.6408	NPC300183
Remote Similarity	0.6404	NPC238499
Remote Similarity	0.6404	NPC59084
Remote Similarity	0.6404	NPC115611
Remote Similarity	0.6402	NPC470732
Remote Similarity	0.6396	NPC165495
Remote Similarity	0.6396	NPC467063
Remote Similarity	0.6395	NPC473587
Remote Similarity	0.6392	NPC84827
Remote Similarity	0.6392	NPC15573
Remote Similarity	0.6392	NPC14113
Remote Similarity	0.6392	NPC145885
Remote Similarity	0.6392	NPC217372
Remote Similarity	0.6392	NPC183662
Remote Similarity	0.639	NPC472296
Remote Similarity	0.639	NPC472297
Remote Similarity	0.639	NPC237414
Remote Similarity	0.638	NPC317031
Remote Similarity	0.6378	NPC470677
Remote Similarity	0.6378	NPC113626
Remote Similarity	0.6373	NPC469529
Remote Similarity	0.6373	NPC329688
Remote Similarity	0.6373	NPC189812
Remote Similarity	0.6372	NPC267811
Remote Similarity	0.6372	NPC477715
Remote Similarity	0.6368	NPC56233
Remote Similarity	0.6368	NPC470509
Remote Similarity	0.6359	NPC323969
Remote Similarity	0.6359	NPC213468
Remote Similarity	0.6358	NPC475428
Remote Similarity	0.6358	NPC207428
Remote Similarity	0.6355	NPC477979
Remote Similarity	0.6354	NPC204141
Remote Similarity	0.635	NPC321708
Remote Similarity	0.635	NPC196251
Remote Similarity	0.635	NPC63199
Remote Similarity	0.635	NPC102338
Remote Similarity	0.635	NPC111602
Remote Similarity	0.6349	NPC478184
Remote Similarity	0.6349	NPC189116
Remote Similarity	0.6349	NPC478182
Remote Similarity	0.6348	NPC471574
Remote Similarity	0.6348	NPC471164
Remote Similarity	0.6341	NPC171317
Remote Similarity	0.6338	NPC473218
Remote Similarity	0.6338	NPC470702
Remote Similarity	0.6337	NPC47190
Remote Similarity	0.6337	NPC473762
Remote Similarity	0.6337	NPC472113
Remote Similarity	0.6333	NPC270918
Remote Similarity	0.633	NPC229173
Remote Similarity	0.6322	NPC179365
Remote Similarity	0.6319	NPC478186
Remote Similarity	0.6318	NPC472112
Remote Similarity	0.6316	NPC71132
Remote Similarity	0.6316	NPC473376
Remote Similarity	0.6316	NPC2414
Remote Similarity	0.6313	NPC284635
Remote Similarity	0.6313	NPC2949
Remote Similarity	0.6311	NPC293917
Remote Similarity	0.6308	NPC470703
Remote Similarity	0.6308	NPC237188
Remote Similarity	0.6308	NPC14325
Remote Similarity	0.6308	NPC28848
Remote Similarity	0.6304	NPC33421
Remote Similarity	0.6293	NPC227582
Remote Similarity	0.629	NPC38736
Remote Similarity	0.6287	NPC243716
Remote Similarity	0.6286	NPC473930
Remote Similarity	0.6284	NPC272174
Remote Similarity	0.6279	NPC478157
Remote Similarity	0.6275	NPC195239
Remote Similarity	0.6275	NPC157828
Remote Similarity	0.6275	NPC220151
Remote Similarity	0.6275	NPC19692
Remote Similarity	0.6271	NPC122553
Remote Similarity	0.6269	NPC255909
Remote Similarity	0.6269	NPC175474
Remote Similarity	0.6264	NPC314372
Remote Similarity	0.6264	NPC22079
Remote Similarity	0.6262	NPC474389
Remote Similarity	0.6262	NPC75634
Remote Similarity	0.6262	NPC131887
Remote Similarity	0.6257	NPC73767
Remote Similarity	0.6257	NPC110126
Remote Similarity	0.6257	NPC2823

Drug Structure

NPD5146 OpenBabel08211706322D 30 33 0 0 1 0 0 0 0 0999 V2000 -3.2696 3.6195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4714 -3.4721 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9625 1.4739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3869 2.2916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1356 1.1195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1356 2.1195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2696 0.6195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5421 0.5666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3909 2.2020 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6610 -1.7893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4385 -0.8144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4035 2.1195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5375 0.6195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0375 -2.5711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6365 -0.8144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2696 2.6195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4035 1.1195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4140 -1.7893 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5461 0.4769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9705 1.2946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9463 -0.3232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2411 -1.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5609 -2.0118 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0150 0.9999 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 -2.0375 -2.5711 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5375 -0.3805 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2160 -1.5013 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8557 -2.9674 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7852 1.5997 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 26 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 16 1 0 0 0 0 7 17 2 0 0 0 0 8 19 2 0 0 0 0 9 20 2 0 0 0 0 10 11 1 0 0 0 0 10 26 1 0 0 0 0 11 27 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 13 17 1 0 0 0 0 13 27 1 0 0 0 0 14 18 1 0 0 0 0 14 26 1 0 0 0 0 15 18 1 0 0 0 0 15 27 1 0 0 0 0 18 23 1 6 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 24 1 0 0 0 0 21 22 1 0 0 0 0 21 25 2 0 0 0 0 22 23 1 0 0 0 0 22 28 2 0 0 0 0 23 29 1 0 0 0 0 24 25 1 0 0 0 0 24 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008992
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	377.22
ALogP	-0.2769
MLogP	3.22
XLogP	4.857
HDA	6
HBD	2
Rotatable Bonds	7
TPSA	64.26
RO5 Violation	0