NPASS drugs

Drug Information

Drug ID:	NPD4649
Drug Name:
Molecular Formula:	C21H27N5
Canonical SMILES:	NCCCCN([C@H]1CCCc2c1nccc2)Cc1nc2c([nH]1)cccc2
Standard InCHI:	InChI=1S/C21H27N5/c22-12-3-4-14-26(15-20-24-17-9-1-2-10-18(17)25-20)19-11-5-7-16-8-6-13-23-21(16)19/h1-2,6,8-10,13,19H,3-5,7,11-12,14-15,22H2,(H,24,25)/t19-/m0/s1
Standard InCHIKey:	WVLHHLRVNDMIAR-IBGZPJMESA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4649

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	1043
0.1-0.2	11100
0.2-0.3	13099
0.3-0.4	2401
0.4-0.5	1363
0.5-0.6	1127
0.6-0.7	598
0.7-0.8	144
0.8-0.85	12
0.85-0.9	3
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
High Similarity	0.8727	NPC470203
High Similarity	0.8667	NPC470204
High Similarity	0.8571	NPC114209
Intermediate Similarity	0.8443	NPC122141
Intermediate Similarity	0.843	NPC317054
Intermediate Similarity	0.8274	NPC300238
Intermediate Similarity	0.8253	NPC325903
Intermediate Similarity	0.8128	NPC469308
Intermediate Similarity	0.8121	NPC469811
Intermediate Similarity	0.809	NPC307191
Intermediate Similarity	0.8072	NPC321911
Intermediate Similarity	0.8061	NPC63545
Intermediate Similarity	0.8012	NPC179787
Intermediate Similarity	0.8012	NPC201380
Intermediate Similarity	0.8	NPC204141
Intermediate Similarity	0.7965	NPC225018
Intermediate Similarity	0.7919	NPC317105
Intermediate Similarity	0.7882	NPC476219
Intermediate Similarity	0.7865	NPC280852
Intermediate Similarity	0.7844	NPC143872
Intermediate Similarity	0.784	NPC216159
Intermediate Similarity	0.7778	NPC476297
Intermediate Similarity	0.7746	NPC56765
Intermediate Similarity	0.7705	NPC108011
Intermediate Similarity	0.7692	NPC116555
Intermediate Similarity	0.7688	NPC236711
Intermediate Similarity	0.7661	NPC470233
Intermediate Similarity	0.7647	NPC282531
Intermediate Similarity	0.7633	NPC288838
Intermediate Similarity	0.7626	NPC471603
Intermediate Similarity	0.7602	NPC53947
Intermediate Similarity	0.759	NPC73767
Intermediate Similarity	0.7576	NPC125746
Intermediate Similarity	0.7569	NPC474958
Intermediate Similarity	0.7562	NPC267811
Intermediate Similarity	0.7545	NPC469779
Intermediate Similarity	0.7545	NPC469767
Intermediate Similarity	0.7545	NPC469761
Intermediate Similarity	0.7545	NPC469784
Intermediate Similarity	0.7545	NPC469780
Intermediate Similarity	0.7545	NPC115611
Intermediate Similarity	0.7545	NPC469783
Intermediate Similarity	0.7545	NPC469768
Intermediate Similarity	0.7543	NPC318065
Intermediate Similarity	0.7543	NPC206819
Intermediate Similarity	0.7541	NPC16659
Intermediate Similarity	0.7515	NPC96102
Intermediate Similarity	0.75	NPC215584
Intermediate Similarity	0.75	NPC82331
Intermediate Similarity	0.75	NPC469766
Intermediate Similarity	0.75	NPC44773
Intermediate Similarity	0.7486	NPC216643
Intermediate Similarity	0.7486	NPC265710
Intermediate Similarity	0.7485	NPC110126
Intermediate Similarity	0.7485	NPC88097
Intermediate Similarity	0.7485	NPC82295
Intermediate Similarity	0.7472	NPC274229
Intermediate Similarity	0.747	NPC105127
Intermediate Similarity	0.747	NPC84911
Intermediate Similarity	0.7443	NPC41257
Intermediate Similarity	0.744	NPC284635
Intermediate Similarity	0.7432	NPC240088
Intermediate Similarity	0.7432	NPC473380
Intermediate Similarity	0.743	NPC49217
Intermediate Similarity	0.7416	NPC247987
Intermediate Similarity	0.741	NPC261195
Intermediate Similarity	0.741	NPC29886
Intermediate Similarity	0.741	NPC325252
Intermediate Similarity	0.7399	NPC40070
Intermediate Similarity	0.7386	NPC286427
Intermediate Similarity	0.7384	NPC470111
Intermediate Similarity	0.736	NPC253687
Intermediate Similarity	0.7349	NPC198988
Intermediate Similarity	0.7348	NPC97343
Intermediate Similarity	0.7345	NPC92796
Intermediate Similarity	0.7345	NPC474880
Intermediate Similarity	0.7345	NPC221786
Intermediate Similarity	0.7345	NPC475990
Intermediate Similarity	0.7345	NPC135141
Intermediate Similarity	0.7337	NPC279081
Intermediate Similarity	0.7322	NPC471579
Intermediate Similarity	0.7318	NPC90723
Intermediate Similarity	0.7316	NPC231536
Intermediate Similarity	0.7303	NPC229173
Intermediate Similarity	0.7278	NPC17751
Intermediate Similarity	0.7278	NPC280864
Intermediate Similarity	0.7267	NPC314372
Intermediate Similarity	0.7262	NPC251722
Intermediate Similarity	0.7262	NPC314102
Intermediate Similarity	0.7253	NPC194411
Intermediate Similarity	0.7251	NPC190296
Intermediate Similarity	0.7251	NPC42483
Intermediate Similarity	0.7241	NPC282247
Intermediate Similarity	0.7235	NPC230002
Intermediate Similarity	0.7228	NPC54981
Intermediate Similarity	0.7222	NPC478182
Intermediate Similarity	0.7222	NPC478184
Intermediate Similarity	0.7202	NPC218268
Intermediate Similarity	0.72	NPC105818
Intermediate Similarity	0.72	NPC33421
Intermediate Similarity	0.72	NPC24678
Intermediate Similarity	0.7198	NPC63751
Intermediate Similarity	0.7193	NPC63157
Intermediate Similarity	0.7193	NPC473868
Intermediate Similarity	0.7175	NPC120070
Intermediate Similarity	0.7169	NPC101165
Intermediate Similarity	0.7168	NPC159856
Intermediate Similarity	0.716	NPC27740
Intermediate Similarity	0.7151	NPC293487
Intermediate Similarity	0.7151	NPC59269
Intermediate Similarity	0.7143	NPC265576
Intermediate Similarity	0.7135	NPC275305
Intermediate Similarity	0.7135	NPC37423
Intermediate Similarity	0.7135	NPC59084
Intermediate Similarity	0.7135	NPC2949
Intermediate Similarity	0.7119	NPC469763
Intermediate Similarity	0.7119	NPC259644
Intermediate Similarity	0.7119	NPC469765
Intermediate Similarity	0.7119	NPC25008
Intermediate Similarity	0.7119	NPC200214
Intermediate Similarity	0.7119	NPC73952
Intermediate Similarity	0.7119	NPC469786
Intermediate Similarity	0.7119	NPC469760
Intermediate Similarity	0.7105	NPC15102
Intermediate Similarity	0.7105	NPC308931
Intermediate Similarity	0.7105	NPC99939
Intermediate Similarity	0.7103	NPC935
Intermediate Similarity	0.7103	NPC267078
Intermediate Similarity	0.7095	NPC130570
Intermediate Similarity	0.7089	NPC69843
Intermediate Similarity	0.7086	NPC21605
Intermediate Similarity	0.7086	NPC471957
Intermediate Similarity	0.7081	NPC477611
Intermediate Similarity	0.7079	NPC70922
Intermediate Similarity	0.7079	NPC211572
Intermediate Similarity	0.7079	NPC80597
Intermediate Similarity	0.7079	NPC71238
Intermediate Similarity	0.7079	NPC212376
Intermediate Similarity	0.7079	NPC75540
Intermediate Similarity	0.707	NPC474357
Intermediate Similarity	0.7065	NPC474897
Intermediate Similarity	0.7062	NPC324149
Intermediate Similarity	0.7062	NPC469975
Intermediate Similarity	0.7062	NPC316359
Intermediate Similarity	0.7062	NPC315617
Intermediate Similarity	0.7059	NPC68354
Intermediate Similarity	0.7056	NPC477591
Intermediate Similarity	0.7056	NPC470323
Intermediate Similarity	0.7049	NPC478183
Intermediate Similarity	0.7039	NPC469785
Intermediate Similarity	0.7037	NPC191415
Intermediate Similarity	0.7026	NPC326422
Intermediate Similarity	0.7022	NPC232798
Intermediate Similarity	0.7021	NPC176199
Intermediate Similarity	0.7021	NPC215795
Intermediate Similarity	0.7	NPC102755
Intermediate Similarity	0.7	NPC469762
Intermediate Similarity	0.7	NPC48938
Intermediate Similarity	0.7	NPC471609
Remote Similarity	0.6994	NPC46358
Remote Similarity	0.6983	NPC34844
Remote Similarity	0.6979	NPC94752
Remote Similarity	0.6978	NPC478185
Remote Similarity	0.6974	NPC304187
Remote Similarity	0.6974	NPC477167
Remote Similarity	0.6974	NPC314058
Remote Similarity	0.6974	NPC477166
Remote Similarity	0.6974	NPC316018
Remote Similarity	0.6974	NPC473342
Remote Similarity	0.6971	NPC470440
Remote Similarity	0.697	NPC250361
Remote Similarity	0.6966	NPC470823
Remote Similarity	0.6966	NPC216713
Remote Similarity	0.6964	NPC475450
Remote Similarity	0.6963	NPC284678
Remote Similarity	0.6959	NPC150259
Remote Similarity	0.6957	NPC160105
Remote Similarity	0.6957	NPC474561
Remote Similarity	0.6957	NPC56233
Remote Similarity	0.6957	NPC49954
Remote Similarity	0.6954	NPC20144
Remote Similarity	0.6952	NPC297034
Remote Similarity	0.6952	NPC280297
Remote Similarity	0.6944	NPC476464
Remote Similarity	0.6939	NPC188821
Remote Similarity	0.6939	NPC474180
Remote Similarity	0.6932	NPC316069
Remote Similarity	0.6927	NPC141926
Remote Similarity	0.6923	NPC279918
Remote Similarity	0.6923	NPC171393
Remote Similarity	0.6923	NPC295452
Remote Similarity	0.6923	NPC473930
Remote Similarity	0.6919	NPC169433
Remote Similarity	0.6909	NPC245244
Remote Similarity	0.6909	NPC166424
Remote Similarity	0.6909	NPC146373
Remote Similarity	0.6905	NPC22079
Remote Similarity	0.6905	NPC282398
Remote Similarity	0.6902	NPC2165
Remote Similarity	0.6902	NPC195507

Drug Structure

NPD4649 OpenBabel08211705262D 29 32 0 0 1 0 0 0 0 0999 V2000 6.0468 -1.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5468 -0.2024 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 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 1.7321 -2.0000 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 5.0468 -1.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0468 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 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 4.5468 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.0055 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 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5856 2.3849 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 9 1 0 0 0 0 2 10 1 0 0 0 0 3 4 1 0 0 0 0 3 12 1 0 0 0 0 4 14 1 0 0 0 0 5 7 1 0 0 0 0 5 11 1 0 0 0 0 6 8 2 0 0 0 0 6 13 1 0 0 0 0 7 16 1 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 18 2 0 0 0 0 11 19 1 0 0 0 0 12 22 1 0 0 0 0 13 23 2 0 0 0 0 14 26 1 0 0 0 0 15 20 1 0 0 0 0 15 26 1 0 0 0 0 16 21 2 0 0 0 0 17 18 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 21 1 0 0 0 0 19 26 1 1 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 21 23 1 0 0 0 0 22 27 1 0 0 0 0 22 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000040
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11256587
ChEBI
CAS Number

Drug Properties

Molecular Weight	349.23
ALogP	-2.2623
MLogP	3.22
XLogP	3.449
HDA	5
HBD	2
Rotatable Bonds	8
TPSA	70.83
RO5 Violation	0