NPASS drugs

Drug Information

Drug ID:	NPD6760
Drug Name:	Hoe-33342
Molecular Formula:	C27H28N6O
Canonical SMILES:	CCOc1ccc(cc1)c1[nH]c2c(n1)cc(cc2)c1nc2c([nH]1)cc(cc2)N1CCN(CC1)C
Standard InCHI:	InChI=1S/C27H28N6O/c1-3-34-21-8-4-18(5-9-21)26-28-22-10-6-19(16-24(22)30-26)27-29-23-11-7-20(17-25(23)31-27)33-14-12-32(2)13-15-33/h4-11,16-17H,3,12-15H2,1-2H3,(H,28,30)(H,29,31)
Standard InCHIKey:	PRDFBSVERLRRMY-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6760

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	661
0.1-0.2	7585
0.2-0.3	5867
0.3-0.4	11675
0.4-0.5	3004
0.5-0.6	1613
0.6-0.7	465
0.7-0.8	20
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	0.7895	NPC187145
Intermediate Similarity	0.7634	NPC471603
Intermediate Similarity	0.7489	NPC160666
Intermediate Similarity	0.7375	NPC30540
Intermediate Similarity	0.7308	NPC130570
Intermediate Similarity	0.7227	NPC115595
Intermediate Similarity	0.721	NPC250178
Intermediate Similarity	0.7162	NPC167860
Intermediate Similarity	0.7162	NPC123976
Intermediate Similarity	0.7124	NPC223427
Intermediate Similarity	0.708	NPC56271
Intermediate Similarity	0.7067	NPC329747
Intermediate Similarity	0.7043	NPC473181
Intermediate Similarity	0.7042	NPC314954
Intermediate Similarity	0.7035	NPC232727
Intermediate Similarity	0.7034	NPC477533
Intermediate Similarity	0.7029	NPC227908
Intermediate Similarity	0.7026	NPC94157
Intermediate Similarity	0.7018	NPC285558
Intermediate Similarity	0.7013	NPC199667
Remote Similarity	0.6996	NPC180504
Remote Similarity	0.6983	NPC242923
Remote Similarity	0.698	NPC150447
Remote Similarity	0.6972	NPC472067
Remote Similarity	0.6972	NPC472031
Remote Similarity	0.6972	NPC472066
Remote Similarity	0.6966	NPC50511
Remote Similarity	0.6962	NPC86078
Remote Similarity	0.6923	NPC471080
Remote Similarity	0.6923	NPC469592
Remote Similarity	0.692	NPC213530
Remote Similarity	0.692	NPC193267
Remote Similarity	0.6916	NPC176538
Remote Similarity	0.6914	NPC475253
Remote Similarity	0.691	NPC208284
Remote Similarity	0.6903	NPC72211
Remote Similarity	0.6901	NPC315822
Remote Similarity	0.6901	NPC471762
Remote Similarity	0.6901	NPC66777
Remote Similarity	0.6891	NPC132642
Remote Similarity	0.6889	NPC70259
Remote Similarity	0.6886	NPC267423
Remote Similarity	0.6885	NPC469554
Remote Similarity	0.6867	NPC39092
Remote Similarity	0.6862	NPC477532
Remote Similarity	0.6853	NPC475910
Remote Similarity	0.6844	NPC205934
Remote Similarity	0.6844	NPC43787
Remote Similarity	0.6842	NPC329793
Remote Similarity	0.6831	NPC252251
Remote Similarity	0.6825	NPC472068
Remote Similarity	0.6812	NPC476044
Remote Similarity	0.6809	NPC294620
Remote Similarity	0.6809	NPC473180
Remote Similarity	0.6807	NPC469594
Remote Similarity	0.6798	NPC18487
Remote Similarity	0.679	NPC157931
Remote Similarity	0.679	NPC473185
Remote Similarity	0.6778	NPC308906
Remote Similarity	0.6776	NPC477531
Remote Similarity	0.6769	NPC19872
Remote Similarity	0.6765	NPC305984
Remote Similarity	0.6753	NPC162484
Remote Similarity	0.6752	NPC201697
Remote Similarity	0.6751	NPC470549
Remote Similarity	0.675	NPC323969
Remote Similarity	0.6748	NPC101543
Remote Similarity	0.6744	NPC63109
Remote Similarity	0.6742	NPC84478
Remote Similarity	0.6735	NPC209174
Remote Similarity	0.6733	NPC295452
Remote Similarity	0.6733	NPC171393
Remote Similarity	0.6727	NPC144114
Remote Similarity	0.6723	NPC170114
Remote Similarity	0.6712	NPC473189
Remote Similarity	0.671	NPC475085
Remote Similarity	0.671	NPC291535
Remote Similarity	0.671	NPC475112
Remote Similarity	0.6709	NPC478074
Remote Similarity	0.6709	NPC476465
Remote Similarity	0.6708	NPC473179
Remote Similarity	0.6706	NPC51854
Remote Similarity	0.6696	NPC121772
Remote Similarity	0.6696	NPC280638
Remote Similarity	0.6695	NPC476106
Remote Similarity	0.6693	NPC477066
Remote Similarity	0.6681	NPC245816
Remote Similarity	0.6681	NPC476138
Remote Similarity	0.6681	NPC324149
Remote Similarity	0.668	NPC2497
Remote Similarity	0.668	NPC101350
Remote Similarity	0.6667	NPC9729
Remote Similarity	0.6667	NPC295228
Remote Similarity	0.6667	NPC478081
Remote Similarity	0.6667	NPC470586
Remote Similarity	0.6653	NPC471304
Remote Similarity	0.6653	NPC257851
Remote Similarity	0.6652	NPC118776
Remote Similarity	0.6652	NPC475070
Remote Similarity	0.664	NPC235685
Remote Similarity	0.6639	NPC471615
Remote Similarity	0.6638	NPC70956
Remote Similarity	0.6638	NPC243834
Remote Similarity	0.6626	NPC280272
Remote Similarity	0.6625	NPC304926
Remote Similarity	0.6625	NPC476041
Remote Similarity	0.6623	NPC315957
Remote Similarity	0.6622	NPC176127
Remote Similarity	0.6601	NPC477067
Remote Similarity	0.6601	NPC478082
Remote Similarity	0.6598	NPC467439
Remote Similarity	0.6598	NPC473041
Remote Similarity	0.6597	NPC48353
Remote Similarity	0.6588	NPC475666
Remote Similarity	0.6587	NPC114209
Remote Similarity	0.6584	NPC310118
Remote Similarity	0.6584	NPC17305
Remote Similarity	0.6582	NPC113369
Remote Similarity	0.6575	NPC316756
Remote Similarity	0.6574	NPC473183
Remote Similarity	0.6569	NPC476287
Remote Similarity	0.6564	NPC92111
Remote Similarity	0.656	NPC39370
Remote Similarity	0.656	NPC473184
Remote Similarity	0.6552	NPC11017
Remote Similarity	0.655	NPC195314
Remote Similarity	0.655	NPC131017
Remote Similarity	0.6549	NPC472289
Remote Similarity	0.6549	NPC81939
Remote Similarity	0.6546	NPC473186
Remote Similarity	0.654	NPC469589
Remote Similarity	0.6535	NPC473540
Remote Similarity	0.6535	NPC79213
Remote Similarity	0.653	NPC208060
Remote Similarity	0.6529	NPC303658
Remote Similarity	0.6527	NPC26679
Remote Similarity	0.6525	NPC193777
Remote Similarity	0.652	NPC76748
Remote Similarity	0.652	NPC473182
Remote Similarity	0.6518	NPC110151
Remote Similarity	0.6516	NPC60621
Remote Similarity	0.6515	NPC148183
Remote Similarity	0.6515	NPC183407
Remote Similarity	0.6515	NPC152768
Remote Similarity	0.6511	NPC470500
Remote Similarity	0.651	NPC477795
Remote Similarity	0.651	NPC477796
Remote Similarity	0.651	NPC477806
Remote Similarity	0.651	NPC477805
Remote Similarity	0.6507	NPC84853
Remote Similarity	0.6504	NPC21638
Remote Similarity	0.6504	NPC313884
Remote Similarity	0.6504	NPC98371
Remote Similarity	0.6502	NPC48317
Remote Similarity	0.6502	NPC477891
Remote Similarity	0.6498	NPC17437
Remote Similarity	0.6494	NPC158055
Remote Similarity	0.6484	NPC105758
Remote Similarity	0.6484	NPC476686
Remote Similarity	0.6484	NPC476688
Remote Similarity	0.6478	NPC103687
Remote Similarity	0.6478	NPC132631
Remote Similarity	0.6476	NPC110741
Remote Similarity	0.6476	NPC242928
Remote Similarity	0.6476	NPC296527
Remote Similarity	0.6475	NPC478080
Remote Similarity	0.6475	NPC303374
Remote Similarity	0.6471	NPC476116
Remote Similarity	0.6471	NPC174758
Remote Similarity	0.6468	NPC278874
Remote Similarity	0.6465	NPC285635
Remote Similarity	0.6463	NPC122436
Remote Similarity	0.6461	NPC96321
Remote Similarity	0.6452	NPC107160
Remote Similarity	0.6452	NPC470126
Remote Similarity	0.6449	NPC26850
Remote Similarity	0.6449	NPC477633
Remote Similarity	0.6448	NPC26543
Remote Similarity	0.6444	NPC5145
Remote Similarity	0.6444	NPC126066
Remote Similarity	0.6441	NPC470930
Remote Similarity	0.644	NPC21461
Remote Similarity	0.6438	NPC287437
Remote Similarity	0.6437	NPC35761
Remote Similarity	0.6435	NPC307963
Remote Similarity	0.6429	NPC470931
Remote Similarity	0.6426	NPC253580
Remote Similarity	0.6425	NPC317054
Remote Similarity	0.6421	NPC77101
Remote Similarity	0.6414	NPC472111
Remote Similarity	0.6411	NPC202503
Remote Similarity	0.641	NPC249040
Remote Similarity	0.6409	NPC91868
Remote Similarity	0.6409	NPC63971
Remote Similarity	0.6403	NPC473187
Remote Similarity	0.6402	NPC74619
Remote Similarity	0.6402	NPC185782
Remote Similarity	0.6398	NPC475774
Remote Similarity	0.6396	NPC56618
Remote Similarity	0.6392	NPC471614

Drug Structure

NPD6760 OpenBabel08211710072D 36 41 0 0 0 0 0 0 0 0999 V2000 9.0006 0.8934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1472 1.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0006 1.8934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5365 1.8934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4025 0.3934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4025 2.3934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2685 0.8934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 1.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5365 0.8934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2685 1.8934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6705 0.3934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5659 -0.6011 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.6180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.7569 0.8002 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 -5.2812 1.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 0.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.1346 2.3934 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3091 -1.2702 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 0.9511 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 32 1 0 0 0 0 3 34 1 0 0 0 0 4 8 1 0 0 0 0 4 18 2 0 0 0 0 5 9 2 0 0 0 0 5 18 1 0 0 0 0 6 10 2 0 0 0 0 6 19 1 0 0 0 0 7 11 2 0 0 0 0 7 20 1 0 0 0 0 8 21 2 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 23 1 0 0 0 0 12 14 1 0 0 0 0 12 32 1 0 0 0 0 13 15 1 0 0 0 0 13 32 1 0 0 0 0 14 33 1 0 0 0 0 15 33 1 0 0 0 0 16 19 2 0 0 0 0 16 24 1 0 0 0 0 17 20 2 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 20 33 1 0 0 0 0 21 34 1 0 0 0 0 22 24 2 0 0 0 0 22 28 1 0 0 0 0 23 25 2 0 0 0 0 23 29 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 26 28 1 0 0 0 0 26 30 2 0 0 0 0 27 29 2 0 0 0 0 27 31 1 0 0 0 0 28 35 1 0 0 0 0 31 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004972
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	452.23
ALogP	-0.4671
MLogP	3.66
XLogP	4.579
HDA	6
HBD	2
Rotatable Bonds	7
TPSA	73.07
RO5 Violation	0