NPASS drugs

Drug Information

Drug ID:	NPD4181
Drug Name:	terguride
Molecular Formula:	C20H28N4O
Canonical SMILES:	CCN(C(=N[C@@H]1CN(C)[C@H]2[C@H](C1)c1cccc3c1c(C2)c[nH]3)O)CC
Standard InCHI:	InChI=1S/C20H28N4O/c1-4-24(5-2)20(25)22-14-10-16-15-7-6-8-17-19(15)13(11-21-17)9-18(16)23(3)12-14/h6-8,11,14,16,18,21H,4-5,9-10,12H2,1-3H3,(H,22,25)/t14-,16+,18+/m0/s1
Standard InCHIKey:	JOAHPSVPXZTVEP-YXJHDRRASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4181

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	543
0.1-0.2	4527
0.2-0.3	15883
0.3-0.4	5721
0.4-0.5	1722
0.5-0.6	1232
0.6-0.7	805
0.7-0.8	377
0.8-0.85	64
0.85-0.9	13
0.9-0.95	3
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	0.9241	NPC56765
High Similarity	0.9	NPC318065
High Similarity	0.9	NPC206819
High Similarity	0.8963	NPC194411
High Similarity	0.8802	NPC275305
High Similarity	0.8802	NPC37423
High Similarity	0.8765	NPC41257
High Similarity	0.8757	NPC215795
High Similarity	0.8757	NPC176199
High Similarity	0.872	NPC90723
High Similarity	0.8704	NPC286427
High Similarity	0.8698	NPC68354
High Similarity	0.8625	NPC33421
High Similarity	0.8598	NPC215584
High Similarity	0.8598	NPC44773
High Similarity	0.8523	NPC95783
Intermediate Similarity	0.8434	NPC470203
Intermediate Similarity	0.8415	NPC51054
Intermediate Similarity	0.8375	NPC314372
Intermediate Similarity	0.8373	NPC470204
Intermediate Similarity	0.8365	NPC190296
Intermediate Similarity	0.8293	NPC325903
Intermediate Similarity	0.8291	NPC73767
Intermediate Similarity	0.8284	NPC49217
Intermediate Similarity	0.8282	NPC105818
Intermediate Similarity	0.8282	NPC24678
Intermediate Similarity	0.8263	NPC122141
Intermediate Similarity	0.8261	NPC204141
Intermediate Similarity	0.8239	NPC469768
Intermediate Similarity	0.8239	NPC469783
Intermediate Similarity	0.8239	NPC469767
Intermediate Similarity	0.8239	NPC469761
Intermediate Similarity	0.8239	NPC469779
Intermediate Similarity	0.8239	NPC469784
Intermediate Similarity	0.8239	NPC469780
Intermediate Similarity	0.8221	NPC321911
Intermediate Similarity	0.821	NPC143872
Intermediate Similarity	0.8187	NPC469766
Intermediate Similarity	0.8182	NPC469786
Intermediate Similarity	0.8182	NPC25008
Intermediate Similarity	0.8182	NPC259644
Intermediate Similarity	0.8182	NPC469760
Intermediate Similarity	0.8182	NPC73952
Intermediate Similarity	0.8182	NPC469765
Intermediate Similarity	0.8182	NPC469763
Intermediate Similarity	0.8176	NPC110126
Intermediate Similarity	0.8171	NPC53947
Intermediate Similarity	0.8165	NPC84911
Intermediate Similarity	0.816	NPC179787
Intermediate Similarity	0.816	NPC469811
Intermediate Similarity	0.816	NPC201380
Intermediate Similarity	0.816	NPC471957
Intermediate Similarity	0.8148	NPC159856
Intermediate Similarity	0.8133	NPC70922
Intermediate Similarity	0.8133	NPC80597
Intermediate Similarity	0.8133	NPC212376
Intermediate Similarity	0.8133	NPC75540
Intermediate Similarity	0.8133	NPC211572
Intermediate Similarity	0.8129	NPC201700
Intermediate Similarity	0.8121	NPC470233
Intermediate Similarity	0.8103	NPC280852
Intermediate Similarity	0.8101	NPC325252
Intermediate Similarity	0.8101	NPC29886
Intermediate Similarity	0.8101	NPC261195
Intermediate Similarity	0.8101	NPC96102
Intermediate Similarity	0.8098	NPC63545
Intermediate Similarity	0.8095	NPC135141
Intermediate Similarity	0.8095	NPC92796
Intermediate Similarity	0.807	NPC160105
Intermediate Similarity	0.807	NPC474561
Intermediate Similarity	0.807	NPC49954
Intermediate Similarity	0.8068	NPC16659
Intermediate Similarity	0.8063	NPC88097
Intermediate Similarity	0.8057	NPC151939
Intermediate Similarity	0.805	NPC105127
Intermediate Similarity	0.8049	NPC21605
Intermediate Similarity	0.8038	NPC198988
Intermediate Similarity	0.8023	NPC63751
Intermediate Similarity	0.8011	NPC265710
Intermediate Similarity	0.8	NPC225018
Intermediate Similarity	0.7988	NPC221786
Intermediate Similarity	0.7988	NPC288838
Intermediate Similarity	0.7988	NPC475990
Intermediate Similarity	0.7988	NPC474880
Intermediate Similarity	0.7978	NPC19679
Intermediate Similarity	0.7976	NPC469785
Intermediate Similarity	0.7966	NPC300688
Intermediate Similarity	0.7964	NPC200214
Intermediate Similarity	0.7963	NPC473868
Intermediate Similarity	0.7963	NPC63157
Intermediate Similarity	0.7953	NPC317105
Intermediate Similarity	0.7944	NPC94752
Intermediate Similarity	0.7937	NPC314102
Intermediate Similarity	0.7937	NPC251722
Intermediate Similarity	0.7929	NPC236711
Intermediate Similarity	0.7929	NPC216643
Intermediate Similarity	0.7929	NPC469762
Intermediate Similarity	0.7904	NPC216713
Intermediate Similarity	0.7903	NPC265576
Intermediate Similarity	0.7901	NPC279081
Intermediate Similarity	0.7901	NPC59084
Intermediate Similarity	0.7895	NPC282231
Intermediate Similarity	0.7888	NPC169433
Intermediate Similarity	0.7886	NPC314603
Intermediate Similarity	0.7853	NPC473380
Intermediate Similarity	0.7853	NPC59269
Intermediate Similarity	0.7853	NPC240088
Intermediate Similarity	0.7849	NPC194640
Intermediate Similarity	0.7849	NPC311276
Intermediate Similarity	0.7848	NPC82295
Intermediate Similarity	0.7844	NPC40070
Intermediate Similarity	0.7836	NPC229173
Intermediate Similarity	0.7836	NPC279918
Intermediate Similarity	0.7833	NPC228835
Intermediate Similarity	0.7831	NPC477134
Intermediate Similarity	0.7831	NPC470111
Intermediate Similarity	0.7821	NPC307191
Intermediate Similarity	0.7818	NPC470440
Intermediate Similarity	0.7809	NPC213468
Intermediate Similarity	0.7809	NPC11126
Intermediate Similarity	0.7797	NPC474958
Intermediate Similarity	0.7791	NPC230002
Intermediate Similarity	0.7791	NPC2949
Intermediate Similarity	0.779	NPC15102
Intermediate Similarity	0.7778	NPC6436
Intermediate Similarity	0.7764	NPC218268
Intermediate Similarity	0.7754	NPC229332
Intermediate Similarity	0.7746	NPC40779
Intermediate Similarity	0.7746	NPC21174
Intermediate Similarity	0.7746	NPC271797
Intermediate Similarity	0.774	NPC329688
Intermediate Similarity	0.774	NPC189812
Intermediate Similarity	0.773	NPC316359
Intermediate Similarity	0.773	NPC312092
Intermediate Similarity	0.773	NPC315617
Intermediate Similarity	0.7727	NPC201634
Intermediate Similarity	0.7716	NPC125746
Intermediate Similarity	0.7714	NPC317430
Intermediate Similarity	0.7684	NPC472123
Intermediate Similarity	0.7684	NPC313791
Intermediate Similarity	0.7683	NPC115611
Intermediate Similarity	0.7673	NPC282398
Intermediate Similarity	0.7663	NPC213629
Intermediate Similarity	0.7661	NPC184476
Intermediate Similarity	0.7657	NPC54988
Intermediate Similarity	0.7644	NPC472587
Intermediate Similarity	0.7644	NPC247987
Intermediate Similarity	0.7637	NPC108011
Intermediate Similarity	0.7637	NPC472294
Intermediate Similarity	0.7634	NPC314058
Intermediate Similarity	0.7634	NPC316018
Intermediate Similarity	0.7634	NPC47190
Intermediate Similarity	0.763	NPC131718
Intermediate Similarity	0.7627	NPC82331
Intermediate Similarity	0.7625	NPC475450
Intermediate Similarity	0.7624	NPC233936
Intermediate Similarity	0.7617	NPC475288
Intermediate Similarity	0.7607	NPC150259
Intermediate Similarity	0.7602	NPC38736
Intermediate Similarity	0.7602	NPC476219
Intermediate Similarity	0.7602	NPC34844
Intermediate Similarity	0.76	NPC280864
Intermediate Similarity	0.76	NPC17751
Intermediate Similarity	0.7596	NPC308931
Intermediate Similarity	0.7596	NPC99939
Intermediate Similarity	0.759	NPC20144
Intermediate Similarity	0.7588	NPC470823
Intermediate Similarity	0.7574	NPC37548
Intermediate Similarity	0.7572	NPC230869
Intermediate Similarity	0.7571	NPC474897
Intermediate Similarity	0.7571	NPC280548
Intermediate Similarity	0.7562	NPC22079
Intermediate Similarity	0.7562	NPC475428
Intermediate Similarity	0.7556	NPC248454
Intermediate Similarity	0.7554	NPC474707
Intermediate Similarity	0.7544	NPC141926
Intermediate Similarity	0.7543	NPC478182
Intermediate Similarity	0.7542	NPC317054
Intermediate Similarity	0.754	NPC477167
Intermediate Similarity	0.754	NPC304187
Intermediate Similarity	0.754	NPC473342
Intermediate Similarity	0.754	NPC477166
Intermediate Similarity	0.7528	NPC470498
Intermediate Similarity	0.7516	NPC179365
Intermediate Similarity	0.7516	NPC471322
Intermediate Similarity	0.7514	NPC317030
Intermediate Similarity	0.7514	NPC129721
Intermediate Similarity	0.7514	NPC167635
Intermediate Similarity	0.7514	NPC193740
Intermediate Similarity	0.7514	NPC17059
Intermediate Similarity	0.7514	NPC204565
Intermediate Similarity	0.75	NPC476297
Intermediate Similarity	0.75	NPC274229
Intermediate Similarity	0.75	NPC473587
Intermediate Similarity	0.7488	NPC155444
Intermediate Similarity	0.7487	NPC473362
Intermediate Similarity	0.7487	NPC166492
Intermediate Similarity	0.7486	NPC477611
Intermediate Similarity	0.7475	NPC153980
Intermediate Similarity	0.7475	NPC6865

Drug Structure

NPD4181 OpenBabel08211704332D 27 30 0 0 1 0 0 0 0 0999 V2000 -1.6084 1.0226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0816 -0.4061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 0.9521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6082 0.0705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2572 0.0701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3512 -3.1665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5676 -2.7141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1346 -2.7141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5671 0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0004 -1.8097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1344 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7835 -0.4526 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3510 -0.4521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7833 -1.3574 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5675 -1.8095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7839 -1.3571 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1347 -1.8091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7837 -0.4522 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3510 -1.3571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4324 -1.3578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9181 -1.3567 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6077 -1.8337 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 -2.4326 -0.4057 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2568 -1.8340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8299 -1.6009 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0814 -1.3582 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 23 1 0 0 0 0 4 24 1 0 0 0 0 5 24 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 15 1 0 0 0 0 8 17 2 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 11 13 2 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 12 23 1 0 0 0 0 13 19 1 0 0 0 0 14 22 1 6 0 0 0 15 16 1 0 0 0 0 15 19 2 0 0 0 0 16 10 1 1 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 17 21 1 0 0 0 0 18 9 1 6 0 0 0 18 23 1 0 0 0 0 20 22 2 3 0 0 0 20 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001870
DrugBank
ChEMBL
IUPHAR/BPS	56
PharmaGKB
KEGG Drug
PubChem CID	443951
ChEBI
CAS Number

Drug Properties

Molecular Weight	340.23
ALogP	0.1366
MLogP	3.11
XLogP	3.578
HDA	5
HBD	2
Rotatable Bonds	8
TPSA	54.86
RO5 Violation	0