NPASS drugs

Drug Information

Drug ID:	NPD4927
Drug Name:	ME-3221
Molecular Formula:	C22H21N5O2
Canonical SMILES:	COc1c(OCc2ccc(cc2)c2ccccc2c2nn[nH]n2)cc(nc1C)C
Standard InCHI:	InChI=1S/C22H21N5O2/c1-14-12-20(21(28-3)15(2)23-14)29-13-16-8-10-17(11-9-16)18-6-4-5-7-19(18)22-24-26-27-25-22/h4-12H,13H2,1-3H3,(H,24,25,26,27)
Standard InCHIKey:	FTDRSCZZEUAAIP-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4927

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	504
0.1-0.2	2376
0.2-0.3	10255
0.3-0.4	4328
0.4-0.5	10405
0.5-0.6	2425
0.6-0.7	556
0.7-0.8	41
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	0.7614	NPC472168
Intermediate Similarity	0.7389	NPC204385
Intermediate Similarity	0.7374	NPC312872
Intermediate Similarity	0.7357	NPC180504
Intermediate Similarity	0.7344	NPC26850
Intermediate Similarity	0.729	NPC304183
Intermediate Similarity	0.7248	NPC473180
Intermediate Similarity	0.7238	NPC267928
Intermediate Similarity	0.7212	NPC195268
Intermediate Similarity	0.7212	NPC133140
Intermediate Similarity	0.7194	NPC118511
Intermediate Similarity	0.7192	NPC206201
Intermediate Similarity	0.7188	NPC26872
Intermediate Similarity	0.7156	NPC290689
Intermediate Similarity	0.7156	NPC199667
Intermediate Similarity	0.7136	NPC19872
Intermediate Similarity	0.7129	NPC114335
Intermediate Similarity	0.7129	NPC141915
Intermediate Similarity	0.7129	NPC280964
Intermediate Similarity	0.711	NPC473181
Intermediate Similarity	0.7108	NPC118776
Intermediate Similarity	0.7083	NPC137929
Intermediate Similarity	0.7083	NPC470930
Intermediate Similarity	0.7083	NPC164374
Intermediate Similarity	0.7067	NPC242928
Intermediate Similarity	0.7056	NPC477019
Intermediate Similarity	0.7056	NPC177404
Intermediate Similarity	0.7044	NPC283152
Intermediate Similarity	0.7042	NPC72211
Intermediate Similarity	0.7037	NPC475774
Intermediate Similarity	0.7024	NPC474798
Intermediate Similarity	0.7014	NPC475190
Intermediate Similarity	0.7014	NPC26679
Intermediate Similarity	0.7014	NPC94157
Intermediate Similarity	0.7014	NPC279401
Intermediate Similarity	0.7014	NPC79293
Intermediate Similarity	0.7009	NPC18487
Intermediate Similarity	0.7005	NPC476581
Intermediate Similarity	0.7005	NPC16452
Intermediate Similarity	0.7005	NPC36229
Intermediate Similarity	0.7	NPC219664
Remote Similarity	0.6986	NPC287208
Remote Similarity	0.6983	NPC473182
Remote Similarity	0.6977	NPC11017
Remote Similarity	0.6968	NPC208284
Remote Similarity	0.6965	NPC477888
Remote Similarity	0.6959	NPC223427
Remote Similarity	0.6959	NPC162484
Remote Similarity	0.6957	NPC476997
Remote Similarity	0.6948	NPC70259
Remote Similarity	0.6944	NPC267423
Remote Similarity	0.6943	NPC200888
Remote Similarity	0.694	NPC469554
Remote Similarity	0.6937	NPC53069
Remote Similarity	0.6937	NPC203168
Remote Similarity	0.6937	NPC202768
Remote Similarity	0.6937	NPC296482
Remote Similarity	0.693	NPC4071
Remote Similarity	0.693	NPC476578
Remote Similarity	0.693	NPC476582
Remote Similarity	0.693	NPC128823
Remote Similarity	0.6927	NPC285558
Remote Similarity	0.6926	NPC476996
Remote Similarity	0.6926	NPC476998
Remote Similarity	0.6923	NPC42591
Remote Similarity	0.6909	NPC470931
Remote Similarity	0.6905	NPC110741
Remote Similarity	0.6903	NPC473179
Remote Similarity	0.6901	NPC43787
Remote Similarity	0.6901	NPC205934
Remote Similarity	0.6898	NPC234197
Remote Similarity	0.6897	NPC476999
Remote Similarity	0.6897	NPC475253
Remote Similarity	0.6883	NPC314954
Remote Similarity	0.6883	NPC476994
Remote Similarity	0.6881	NPC476138
Remote Similarity	0.6881	NPC245816
Remote Similarity	0.6881	NPC469440
Remote Similarity	0.6878	NPC185782
Remote Similarity	0.6878	NPC469589
Remote Similarity	0.6878	NPC201697
Remote Similarity	0.6872	NPC132642
Remote Similarity	0.6867	NPC101543
Remote Similarity	0.6866	NPC470586
Remote Similarity	0.6866	NPC31930
Remote Similarity	0.6864	NPC313189
Remote Similarity	0.6861	NPC251160
Remote Similarity	0.6857	NPC66083
Remote Similarity	0.684	NPC469390
Remote Similarity	0.6835	NPC135887
Remote Similarity	0.6835	NPC199277
Remote Similarity	0.6835	NPC475112
Remote Similarity	0.6835	NPC475085
Remote Similarity	0.6835	NPC291535
Remote Similarity	0.683	NPC162530
Remote Similarity	0.683	NPC469592
Remote Similarity	0.683	NPC476287
Remote Similarity	0.683	NPC471080
Remote Similarity	0.6829	NPC194724
Remote Similarity	0.6829	NPC288943
Remote Similarity	0.6822	NPC473183
Remote Similarity	0.682	NPC329747
Remote Similarity	0.6818	NPC472066
Remote Similarity	0.6818	NPC472031
Remote Similarity	0.6818	NPC472067
Remote Similarity	0.6818	NPC476106
Remote Similarity	0.6802	NPC209769
Remote Similarity	0.68	NPC235076
Remote Similarity	0.6794	NPC84478
Remote Similarity	0.6789	NPC476044
Remote Similarity	0.6786	NPC48353
Remote Similarity	0.6786	NPC96405
Remote Similarity	0.6786	NPC202605
Remote Similarity	0.6786	NPC171409
Remote Similarity	0.6786	NPC112206
Remote Similarity	0.6784	NPC100079
Remote Similarity	0.6784	NPC473822
Remote Similarity	0.6784	NPC23614
Remote Similarity	0.6771	NPC188420
Remote Similarity	0.6767	NPC473185
Remote Similarity	0.6766	NPC255800
Remote Similarity	0.6766	NPC96584
Remote Similarity	0.6766	NPC329631
Remote Similarity	0.6762	NPC20249
Remote Similarity	0.6759	NPC70956
Remote Similarity	0.6759	NPC243834
Remote Similarity	0.6758	NPC66815
Remote Similarity	0.6756	NPC149471
Remote Similarity	0.6756	NPC271215
Remote Similarity	0.6746	NPC176127
Remote Similarity	0.6744	NPC131017
Remote Similarity	0.6742	NPC472111
Remote Similarity	0.6739	NPC280272
Remote Similarity	0.6737	NPC473184
Remote Similarity	0.673	NPC61350
Remote Similarity	0.6725	NPC477533
Remote Similarity	0.6724	NPC202503
Remote Similarity	0.6714	NPC471593
Remote Similarity	0.6714	NPC320394
Remote Similarity	0.6712	NPC193777
Remote Similarity	0.6712	NPC474595
Remote Similarity	0.6712	NPC135549
Remote Similarity	0.6711	NPC469594
Remote Similarity	0.6697	NPC287437
Remote Similarity	0.6696	NPC123976
Remote Similarity	0.6696	NPC470799
Remote Similarity	0.6696	NPC288349
Remote Similarity	0.6696	NPC167860
Remote Similarity	0.6696	NPC8022
Remote Similarity	0.6696	NPC477532
Remote Similarity	0.6695	NPC141053
Remote Similarity	0.6682	NPC475910
Remote Similarity	0.6681	NPC148409
Remote Similarity	0.6681	NPC201508
Remote Similarity	0.6681	NPC46451
Remote Similarity	0.6681	NPC476995
Remote Similarity	0.6667	NPC472068
Remote Similarity	0.6667	NPC1527
Remote Similarity	0.6667	NPC329793
Remote Similarity	0.6667	NPC216612
Remote Similarity	0.6667	NPC252251
Remote Similarity	0.6652	NPC225279
Remote Similarity	0.6651	NPC222592
Remote Similarity	0.6651	NPC168486
Remote Similarity	0.6636	NPC232727
Remote Similarity	0.6635	NPC211997
Remote Similarity	0.6623	NPC170114
Remote Similarity	0.662	NPC226202
Remote Similarity	0.661	NPC477531
Remote Similarity	0.661	NPC474688
Remote Similarity	0.6609	NPC193267
Remote Similarity	0.6609	NPC213530
Remote Similarity	0.6608	NPC478074
Remote Similarity	0.6608	NPC236668
Remote Similarity	0.6608	NPC266931
Remote Similarity	0.6607	NPC476465
Remote Similarity	0.6602	NPC258773
Remote Similarity	0.6596	NPC315822
Remote Similarity	0.6595	NPC118121
Remote Similarity	0.6594	NPC473513
Remote Similarity	0.6593	NPC187501
Remote Similarity	0.6592	NPC323345
Remote Similarity	0.6592	NPC470164
Remote Similarity	0.6591	NPC176538
Remote Similarity	0.6587	NPC134586
Remote Similarity	0.6587	NPC56618
Remote Similarity	0.6585	NPC44161
Remote Similarity	0.6585	NPC56271
Remote Similarity	0.6584	NPC472434
Remote Similarity	0.6582	NPC473186
Remote Similarity	0.658	NPC86078
Remote Similarity	0.6579	NPC146976
Remote Similarity	0.6579	NPC470549
Remote Similarity	0.6569	NPC295228
Remote Similarity	0.6568	NPC209174
Remote Similarity	0.6565	NPC131885
Remote Similarity	0.6565	NPC204446
Remote Similarity	0.6565	NPC173080
Remote Similarity	0.6564	NPC264176
Remote Similarity	0.6564	NPC472098

Drug Structure

NPD4927 OpenBabel08211706322D 30 33 0 0 0 0 0 0 0 0999 V2000 8.1603 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4282 1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6962 1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -4.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 -4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4282 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8301 -1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2942 -1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4282 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 -1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 -0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2942 -0.0388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 -0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 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 4.6962 0.4612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6962 -1.5388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 0.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 28 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 18 2 0 0 0 0 7 19 2 0 0 0 0 8 10 1 0 0 0 0 8 16 2 0 0 0 0 9 11 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 20 2 0 0 0 0 13 16 1 0 0 0 0 13 29 1 0 0 0 0 14 23 2 0 0 0 0 15 21 2 0 0 0 0 15 23 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 19 22 1 0 0 0 0 20 21 1 0 0 0 0 20 29 1 0 0 0 0 21 28 1 0 0 0 0 22 24 2 0 0 0 0 22 25 1 0 0 0 0 24 26 1 0 0 0 0 25 27 2 0 0 0 0 26 27 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003611
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	387.17
ALogP	0.2643
MLogP	3.11
XLogP	6.753
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	85.81
RO5 Violation	1