NPASS drugs

Drug Information

Drug ID:	NPD5078
Drug Name:
Molecular Formula:	C22H25N5O2
Canonical SMILES:	COc1ccccc1N1CCN(CC1)CC1CN=c2n1c(O)nc1c2cccc1
Standard InCHI:	InChI=1S/C22H25N5O2/c1-29-20-9-5-4-8-19(20)26-12-10-25(11-13-26)15-16-14-23-21-17-6-2-3-7-18(17)24-22(28)27(16)21/h2-9,16H,10-15H2,1H3,(H,24,28)
Standard InCHIKey:	FUCGAUZSWYLMRK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5078

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	279
0.1-0.2	2316
0.2-0.3	9861
0.3-0.4	3604
0.4-0.5	10849
0.5-0.6	3312
0.6-0.7	657
0.7-0.8	12
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	0.7692	NPC315257
Intermediate Similarity	0.7394	NPC198401
Intermediate Similarity	0.7391	NPC184437
Intermediate Similarity	0.7333	NPC473432
Intermediate Similarity	0.7143	NPC92803
Intermediate Similarity	0.7128	NPC52801
Intermediate Similarity	0.7079	NPC118511
Intermediate Similarity	0.7072	NPC85482
Intermediate Similarity	0.7069	NPC471132
Intermediate Similarity	0.7037	NPC18890
Intermediate Similarity	0.7033	NPC257851
Intermediate Similarity	0.7018	NPC9373
Remote Similarity	0.6949	NPC26850
Remote Similarity	0.6923	NPC477888
Remote Similarity	0.691	NPC301163
Remote Similarity	0.6875	NPC26872
Remote Similarity	0.6834	NPC475774
Remote Similarity	0.6833	NPC133470
Remote Similarity	0.6833	NPC289776
Remote Similarity	0.6833	NPC177404
Remote Similarity	0.6833	NPC191863
Remote Similarity	0.6829	NPC226662
Remote Similarity	0.6826	NPC29650
Remote Similarity	0.6795	NPC288232
Remote Similarity	0.6789	NPC42591
Remote Similarity	0.6786	NPC138365
Remote Similarity	0.6772	NPC98197
Remote Similarity	0.6771	NPC217294
Remote Similarity	0.6766	NPC472111
Remote Similarity	0.6758	NPC471130
Remote Similarity	0.6749	NPC469589
Remote Similarity	0.674	NPC230942
Remote Similarity	0.674	NPC315498
Remote Similarity	0.6733	NPC16249
Remote Similarity	0.6725	NPC189724
Remote Similarity	0.6725	NPC212850
Remote Similarity	0.6725	NPC83289
Remote Similarity	0.672	NPC270301
Remote Similarity	0.672	NPC312872
Remote Similarity	0.672	NPC118776
Remote Similarity	0.6716	NPC264166
Remote Similarity	0.6716	NPC274291
Remote Similarity	0.6716	NPC47059
Remote Similarity	0.6716	NPC118832
Remote Similarity	0.6716	NPC329708
Remote Similarity	0.6716	NPC165349
Remote Similarity	0.6707	NPC476950
Remote Similarity	0.6701	NPC267928
Remote Similarity	0.67	NPC311357
Remote Similarity	0.67	NPC287208
Remote Similarity	0.6686	NPC237227
Remote Similarity	0.6685	NPC93653
Remote Similarity	0.6684	NPC110741
Remote Similarity	0.6684	NPC314659
Remote Similarity	0.6667	NPC87391
Remote Similarity	0.6667	NPC24954
Remote Similarity	0.6667	NPC247298
Remote Similarity	0.6667	NPC70172
Remote Similarity	0.665	NPC470586
Remote Similarity	0.6649	NPC174629
Remote Similarity	0.6648	NPC476231
Remote Similarity	0.6648	NPC88970
Remote Similarity	0.6636	NPC157931
Remote Similarity	0.6632	NPC116096
Remote Similarity	0.6632	NPC197335
Remote Similarity	0.6632	NPC21425
Remote Similarity	0.6628	NPC314113
Remote Similarity	0.6627	NPC471306
Remote Similarity	0.6627	NPC471321
Remote Similarity	0.6618	NPC471080
Remote Similarity	0.6618	NPC469592
Remote Similarity	0.6609	NPC260601
Remote Similarity	0.6605	NPC471762
Remote Similarity	0.6605	NPC66777
Remote Similarity	0.66	NPC329747
Remote Similarity	0.6595	NPC33507
Remote Similarity	0.6595	NPC1527
Remote Similarity	0.6592	NPC476568
Remote Similarity	0.6591	NPC245974
Remote Similarity	0.6584	NPC476138
Remote Similarity	0.6584	NPC245816
Remote Similarity	0.6582	NPC204970
Remote Similarity	0.6576	NPC299582
Remote Similarity	0.657	NPC94157
Remote Similarity	0.6568	NPC297584
Remote Similarity	0.6564	NPC471195
Remote Similarity	0.6564	NPC471196
Remote Similarity	0.6561	NPC285941
Remote Similarity	0.6561	NPC283152
Remote Similarity	0.6561	NPC296163
Remote Similarity	0.6548	NPC476689
Remote Similarity	0.6548	NPC476685
Remote Similarity	0.6548	NPC476687
Remote Similarity	0.6545	NPC250476
Remote Similarity	0.6545	NPC476249
Remote Similarity	0.6541	NPC258992
Remote Similarity	0.6541	NPC314861
Remote Similarity	0.654	NPC17565
Remote Similarity	0.6538	NPC478074
Remote Similarity	0.6537	NPC475910
Remote Similarity	0.6536	NPC13397
Remote Similarity	0.6533	NPC314948
Remote Similarity	0.6533	NPC161804
Remote Similarity	0.6531	NPC28510
Remote Similarity	0.6528	NPC314954
Remote Similarity	0.6526	NPC316161
Remote Similarity	0.6524	NPC315632
Remote Similarity	0.6522	NPC242923
Remote Similarity	0.6522	NPC43275
Remote Similarity	0.6519	NPC10875
Remote Similarity	0.6519	NPC10730
Remote Similarity	0.6517	NPC329793
Remote Similarity	0.6517	NPC19872
Remote Similarity	0.6513	NPC477186
Remote Similarity	0.6509	NPC128115
Remote Similarity	0.6509	NPC132642
Remote Similarity	0.6509	NPC274732
Remote Similarity	0.6508	NPC288943
Remote Similarity	0.6503	NPC235628
Remote Similarity	0.6503	NPC231862
Remote Similarity	0.65	NPC192209
Remote Similarity	0.65	NPC323948
Remote Similarity	0.6497	NPC254798
Remote Similarity	0.6497	NPC79213
Remote Similarity	0.6495	NPC476250
Remote Similarity	0.6495	NPC204385
Remote Similarity	0.6495	NPC33902
Remote Similarity	0.6495	NPC65277
Remote Similarity	0.6495	NPC314573
Remote Similarity	0.6495	NPC276674
Remote Similarity	0.6495	NPC262725
Remote Similarity	0.6494	NPC476462
Remote Similarity	0.6493	NPC173080
Remote Similarity	0.6493	NPC469594
Remote Similarity	0.649	NPC264176
Remote Similarity	0.6484	NPC141053
Remote Similarity	0.648	NPC473569
Remote Similarity	0.6476	NPC472067
Remote Similarity	0.6476	NPC472066
Remote Similarity	0.6476	NPC472031
Remote Similarity	0.6471	NPC473422
Remote Similarity	0.6471	NPC285558
Remote Similarity	0.6468	NPC18487
Remote Similarity	0.6467	NPC216816
Remote Similarity	0.6465	NPC78284
Remote Similarity	0.6465	NPC203972
Remote Similarity	0.6463	NPC328683
Remote Similarity	0.6463	NPC471315
Remote Similarity	0.6463	NPC471314
Remote Similarity	0.6463	NPC283130
Remote Similarity	0.6459	NPC162530
Remote Similarity	0.6458	NPC477891
Remote Similarity	0.6458	NPC206201
Remote Similarity	0.6458	NPC474798
Remote Similarity	0.6453	NPC295898
Remote Similarity	0.645	NPC478049
Remote Similarity	0.6447	NPC470483
Remote Similarity	0.6441	NPC30540
Remote Similarity	0.644	NPC472168
Remote Similarity	0.6436	NPC471604
Remote Similarity	0.6436	NPC127178
Remote Similarity	0.6436	NPC25897
Remote Similarity	0.6429	NPC242928
Remote Similarity	0.6425	NPC176127
Remote Similarity	0.6422	NPC223427
Remote Similarity	0.6421	NPC134586
Remote Similarity	0.6415	NPC303658
Remote Similarity	0.6413	NPC306366
Remote Similarity	0.6412	NPC471953
Remote Similarity	0.6411	NPC26679
Remote Similarity	0.6406	NPC222592
Remote Similarity	0.6406	NPC168486
Remote Similarity	0.6406	NPC475685
Remote Similarity	0.6406	NPC70092
Remote Similarity	0.6406	NPC85613
Remote Similarity	0.6406	NPC287588
Remote Similarity	0.6404	NPC214368
Remote Similarity	0.6402	NPC66573
Remote Similarity	0.64	NPC472540
Remote Similarity	0.64	NPC470787
Remote Similarity	0.64	NPC472539
Remote Similarity	0.6398	NPC254700
Remote Similarity	0.6398	NPC204179
Remote Similarity	0.6394	NPC471304
Remote Similarity	0.6392	NPC84478
Remote Similarity	0.6392	NPC469829
Remote Similarity	0.6391	NPC231382
Remote Similarity	0.639	NPC470484
Remote Similarity	0.6388	NPC472068
Remote Similarity	0.6387	NPC211997
Remote Similarity	0.6386	NPC128823
Remote Similarity	0.6382	NPC470485
Remote Similarity	0.638	NPC41801
Remote Similarity	0.6378	NPC59779
Remote Similarity	0.6378	NPC471177
Remote Similarity	0.6378	NPC124542
Remote Similarity	0.6378	NPC66083
Remote Similarity	0.6378	NPC57105
Remote Similarity	0.6377	NPC329567
Remote Similarity	0.6377	NPC330683

Drug Structure

NPD5078 OpenBabel08211706322D 30 34 0 0 1 0 0 0 0 0999 V2000 4.3776 -4.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2946 -1.0705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6036 -0.1194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 -2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3164 -1.2784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9344 0.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 -3.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6473 -0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9563 0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 1.1590 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -1.4067 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 0.3601 1.6942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -3.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3383 1.4863 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 17 2 0 0 0 0 7 18 2 0 0 0 0 8 19 2 0 0 0 0 9 20 2 0 0 0 0 10 12 1 0 0 0 0 10 25 1 0 0 0 0 11 13 1 0 0 0 0 11 25 1 0 0 0 0 12 26 1 0 0 0 0 13 26 1 0 0 0 0 14 16 1 0 0 0 0 14 23 1 0 0 0 0 15 16 1 0 0 0 0 15 25 1 0 0 0 0 16 27 1 0 0 0 0 17 18 1 0 0 0 0 17 21 1 0 0 0 0 18 24 1 0 0 0 0 19 20 1 0 0 0 0 19 26 1 0 0 0 0 20 29 1 0 0 0 0 21 23 2 0 0 0 0 21 27 1 0 0 0 0 22 24 2 0 0 0 0 22 27 1 0 0 0 0 22 28 1 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000522
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5487531
ChEBI
CAS Number

Drug Properties

Molecular Weight	391.20
ALogP	-0.2702
MLogP	3.11
XLogP	4.031
HDA	6
HBD	1
Rotatable Bonds	6
TPSA	63.9
RO5 Violation	0