NPASS drugs

Drug Information

Drug ID:	NPD2661
Drug Name:
Molecular Formula:	C17H26N4O
Canonical SMILES:	C(CCN=C1NCCCN1)NC[C@H]1CCc2c(O1)cccc2
Standard InCHI:	InChI=1S/C17H26N4O/c1-2-6-16-14(5-1)7-8-15(22-16)13-18-9-3-10-19-17-20-11-4-12-21-17/h1-2,5-6,15,18H,3-4,7-13H2,(H2,19,20,21)/t15-/m1/s1
Standard InCHIKey:	QVSXOXCYXPQXMF-OAHLLOKOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2661

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	201
0.1-0.2	1277
0.2-0.3	8457
0.3-0.4	4755
0.4-0.5	8239
0.5-0.6	7377
0.6-0.7	561
0.7-0.8	23
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	0.7643	NPC141739
Intermediate Similarity	0.7643	NPC136112
Intermediate Similarity	0.7626	NPC328267
Intermediate Similarity	0.7394	NPC320242
Intermediate Similarity	0.7361	NPC471321
Intermediate Similarity	0.7361	NPC471306
Intermediate Similarity	0.7333	NPC26524
Intermediate Similarity	0.7329	NPC307123
Intermediate Similarity	0.7329	NPC247018
Intermediate Similarity	0.7329	NPC97870
Intermediate Similarity	0.7315	NPC318591
Intermediate Similarity	0.7315	NPC231163
Intermediate Similarity	0.7312	NPC22014
Intermediate Similarity	0.7293	NPC24777
Intermediate Similarity	0.7273	NPC186469
Intermediate Similarity	0.7181	NPC237227
Intermediate Similarity	0.7133	NPC255253
Intermediate Similarity	0.7105	NPC189724
Intermediate Similarity	0.7105	NPC83289
Intermediate Similarity	0.7105	NPC212850
Intermediate Similarity	0.7068	NPC326801
Intermediate Similarity	0.7032	NPC247298
Intermediate Similarity	0.7014	NPC217277
Remote Similarity	0.6992	NPC42383
Remote Similarity	0.6985	NPC95977
Remote Similarity	0.698	NPC274732
Remote Similarity	0.6972	NPC263835
Remote Similarity	0.6963	NPC97811
Remote Similarity	0.6943	NPC245974
Remote Similarity	0.6897	NPC211218
Remote Similarity	0.6883	NPC168861
Remote Similarity	0.6863	NPC214988
Remote Similarity	0.6839	NPC204546
Remote Similarity	0.6828	NPC298486
Remote Similarity	0.6821	NPC267237
Remote Similarity	0.6812	NPC21890
Remote Similarity	0.6794	NPC95755
Remote Similarity	0.6794	NPC313918
Remote Similarity	0.679	NPC203424
Remote Similarity	0.679	NPC206372
Remote Similarity	0.6779	NPC283079
Remote Similarity	0.677	NPC13397
Remote Similarity	0.6748	NPC233926
Remote Similarity	0.6735	NPC95733
Remote Similarity	0.6735	NPC62101
Remote Similarity	0.6689	NPC29477
Remote Similarity	0.6667	NPC43275
Remote Similarity	0.6667	NPC256369
Remote Similarity	0.6667	NPC47672
Remote Similarity	0.6645	NPC471953
Remote Similarity	0.6644	NPC211992
Remote Similarity	0.6624	NPC326241
Remote Similarity	0.6621	NPC321133
Remote Similarity	0.6621	NPC326232
Remote Similarity	0.662	NPC10286
Remote Similarity	0.662	NPC213
Remote Similarity	0.6618	NPC475269
Remote Similarity	0.6601	NPC160692
Remote Similarity	0.6584	NPC277857
Remote Similarity	0.6584	NPC115144
Remote Similarity	0.6575	NPC318357
Remote Similarity	0.6571	NPC166837
Remote Similarity	0.6567	NPC316797
Remote Similarity	0.6552	NPC59561
Remote Similarity	0.6552	NPC172253
Remote Similarity	0.6548	NPC158900
Remote Similarity	0.6545	NPC292003
Remote Similarity	0.6545	NPC156311
Remote Similarity	0.6543	NPC76412
Remote Similarity	0.6541	NPC78530
Remote Similarity	0.6538	NPC253429
Remote Similarity	0.6538	NPC470470
Remote Similarity	0.6536	NPC470392
Remote Similarity	0.6528	NPC120075
Remote Similarity	0.6528	NPC137096
Remote Similarity	0.6519	NPC323204
Remote Similarity	0.6516	NPC470471
Remote Similarity	0.651	NPC272463
Remote Similarity	0.6507	NPC289330
Remote Similarity	0.6507	NPC160120
Remote Similarity	0.6507	NPC53596
Remote Similarity	0.6507	NPC471308
Remote Similarity	0.6507	NPC17388
Remote Similarity	0.6496	NPC470393
Remote Similarity	0.6494	NPC325568
Remote Similarity	0.6493	NPC471576
Remote Similarity	0.649	NPC311753
Remote Similarity	0.6486	NPC471315
Remote Similarity	0.6486	NPC471314
Remote Similarity	0.6471	NPC475393
Remote Similarity	0.6467	NPC133817
Remote Similarity	0.6467	NPC476443
Remote Similarity	0.646	NPC189908
Remote Similarity	0.6446	NPC2295
Remote Similarity	0.6446	NPC315257
Remote Similarity	0.6446	NPC477564
Remote Similarity	0.6443	NPC307020
Remote Similarity	0.6438	NPC63628
Remote Similarity	0.6438	NPC470472
Remote Similarity	0.6438	NPC178466
Remote Similarity	0.6433	NPC48202
Remote Similarity	0.6423	NPC108875
Remote Similarity	0.6423	NPC38079
Remote Similarity	0.6412	NPC254700
Remote Similarity	0.6405	NPC262641
Remote Similarity	0.6403	NPC194034
Remote Similarity	0.6402	NPC207824
Remote Similarity	0.6402	NPC60538
Remote Similarity	0.6397	NPC327226
Remote Similarity	0.6392	NPC128877
Remote Similarity	0.6389	NPC303370
Remote Similarity	0.6387	NPC105541
Remote Similarity	0.6384	NPC473404
Remote Similarity	0.6377	NPC473855
Remote Similarity	0.6376	NPC36016
Remote Similarity	0.6376	NPC100099
Remote Similarity	0.6375	NPC470247
Remote Similarity	0.6375	NPC308571
Remote Similarity	0.6374	NPC124433
Remote Similarity	0.6374	NPC293871
Remote Similarity	0.637	NPC283616
Remote Similarity	0.6369	NPC126519
Remote Similarity	0.6369	NPC235194
Remote Similarity	0.6369	NPC323443
Remote Similarity	0.6369	NPC29647
Remote Similarity	0.6369	NPC180756
Remote Similarity	0.6369	NPC170503
Remote Similarity	0.6369	NPC203784
Remote Similarity	0.6358	NPC110131
Remote Similarity	0.6357	NPC146530
Remote Similarity	0.635	NPC192596
Remote Similarity	0.6347	NPC56635
Remote Similarity	0.6345	NPC258992
Remote Similarity	0.634	NPC271808
Remote Similarity	0.6333	NPC76465
Remote Similarity	0.6333	NPC38761
Remote Similarity	0.6331	NPC79328
Remote Similarity	0.6329	NPC474673
Remote Similarity	0.6327	NPC283760
Remote Similarity	0.6325	NPC277669
Remote Similarity	0.6325	NPC76213
Remote Similarity	0.6323	NPC118419
Remote Similarity	0.6322	NPC474881
Remote Similarity	0.6316	NPC301713
Remote Similarity	0.6316	NPC218323
Remote Similarity	0.6316	NPC247251
Remote Similarity	0.6312	NPC145638
Remote Similarity	0.6312	NPC290566
Remote Similarity	0.6312	NPC149545
Remote Similarity	0.631	NPC80129
Remote Similarity	0.631	NPC187022
Remote Similarity	0.6309	NPC54972
Remote Similarity	0.6306	NPC235633
Remote Similarity	0.6304	NPC304761
Remote Similarity	0.6304	NPC226778
Remote Similarity	0.6304	NPC150254
Remote Similarity	0.6304	NPC147000
Remote Similarity	0.6301	NPC323948
Remote Similarity	0.6299	NPC160193
Remote Similarity	0.6296	NPC470161
Remote Similarity	0.6294	NPC7393
Remote Similarity	0.6291	NPC86502
Remote Similarity	0.6291	NPC134195
Remote Similarity	0.6291	NPC246648
Remote Similarity	0.6291	NPC197351
Remote Similarity	0.6291	NPC294156
Remote Similarity	0.6291	NPC256015
Remote Similarity	0.6291	NPC106914
Remote Similarity	0.6289	NPC299583
Remote Similarity	0.6288	NPC321956
Remote Similarity	0.6284	NPC8283
Remote Similarity	0.6284	NPC232295
Remote Similarity	0.6284	NPC258979
Remote Similarity	0.6284	NPC93398
Remote Similarity	0.628	NPC476144
Remote Similarity	0.628	NPC210437
Remote Similarity	0.628	NPC16107
Remote Similarity	0.628	NPC51957
Remote Similarity	0.628	NPC106295
Remote Similarity	0.6277	NPC473450
Remote Similarity	0.6277	NPC51633
Remote Similarity	0.6275	NPC172403
Remote Similarity	0.6266	NPC307682
Remote Similarity	0.6265	NPC469711
Remote Similarity	0.6259	NPC5932
Remote Similarity	0.6258	NPC9373
Remote Similarity	0.6258	NPC329595
Remote Similarity	0.6258	NPC130926
Remote Similarity	0.6258	NPC326599
Remote Similarity	0.6257	NPC267408
Remote Similarity	0.6257	NPC243454
Remote Similarity	0.6257	NPC475479
Remote Similarity	0.625	NPC314682
Remote Similarity	0.625	NPC477837
Remote Similarity	0.625	NPC219350
Remote Similarity	0.625	NPC477838
Remote Similarity	0.625	NPC103420
Remote Similarity	0.625	NPC108434
Remote Similarity	0.625	NPC102540
Remote Similarity	0.625	NPC188022

Drug Structure

NPD2661 OpenBabel08211702172D 25 27 0 0 1 0 0 0 0 0999 V2000 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 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 4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 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 -1.7321 -1.0000 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 2.5981 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 3.4641 3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3301 1.5000 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 1.7321 3.0000 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 -1.7321 -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 3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 9 1 0 0 0 0 3 10 1 0 0 0 0 4 11 1 0 0 0 0 4 12 1 0 0 0 0 5 14 2 0 0 0 0 6 16 2 0 0 0 0 7 8 1 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 15 13 1 1 0 0 0 15 22 1 0 0 0 0 16 22 1 0 0 0 0 17 19 2 0 0 0 0 17 20 1 0 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010664
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	66004
ChEBI
CAS Number

Drug Properties

Molecular Weight	302.21
ALogP	-2.0622
MLogP	2.78
XLogP	2.787
HDA	4
HBD	3
Rotatable Bonds	6
TPSA	57.68
RO5 Violation	0