NPASS drugs

Drug Information

Drug ID:	NPD6192
Drug Name:	Otenabant
Molecular Formula:	C25H25Cl2N7O
Canonical SMILES:	CCNC1(CCN(CC1)c1ncnc2c1nc(n2c1ccc(cc1)Cl)c1ccccc1Cl)C(=N)O
Standard InCHI:	InChI=1S/C25H25Cl2N7O/c1-2-31-25(24(28)35)11-13-33(14-12-25)22-20-23(30-15-29-22)34(17-9-7-16(26)8-10-17)21(32-20)18-5-3-4-6-19(18)27/h3-10,15,31H,2,11-14H2,1H3,(H2,28,35)
Standard InCHIKey:	UNAZAADNBYXMIV-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6192

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	625
0.1-0.2	10632
0.2-0.3	13959
0.3-0.4	2423
0.4-0.5	1576
0.5-0.6	1344
0.6-0.7	325
0.7-0.8	6
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	0.7629	NPC317054
Intermediate Similarity	0.7225	NPC476219
Intermediate Similarity	0.7047	NPC120070
Intermediate Similarity	0.7031	NPC469975
Intermediate Similarity	0.7009	NPC469308
Intermediate Similarity	0.7	NPC471603
Remote Similarity	0.6959	NPC476297
Remote Similarity	0.6939	NPC477591
Remote Similarity	0.6893	NPC471609
Remote Similarity	0.6869	NPC470203
Remote Similarity	0.6842	NPC130570
Remote Similarity	0.6826	NPC107160
Remote Similarity	0.6818	NPC470204
Remote Similarity	0.6814	NPC250178
Remote Similarity	0.681	NPC472289
Remote Similarity	0.6791	NPC265576
Remote Similarity	0.6788	NPC114209
Remote Similarity	0.6751	NPC476464
Remote Similarity	0.6723	NPC158055
Remote Similarity	0.6715	NPC314919
Remote Similarity	0.67	NPC225018
Remote Similarity	0.6667	NPC317105
Remote Similarity	0.6652	NPC267811
Remote Similarity	0.665	NPC280852
Remote Similarity	0.665	NPC325903
Remote Similarity	0.665	NPC122141
Remote Similarity	0.6639	NPC56271
Remote Similarity	0.6601	NPC49217
Remote Similarity	0.66	NPC300238
Remote Similarity	0.6596	NPC160666
Remote Similarity	0.6592	NPC116555
Remote Similarity	0.6588	NPC15102
Remote Similarity	0.6582	NPC282531
Remote Similarity	0.6577	NPC475288
Remote Similarity	0.6558	NPC316018
Remote Similarity	0.6558	NPC315617
Remote Similarity	0.6558	NPC314058
Remote Similarity	0.6558	NPC316359
Remote Similarity	0.6553	NPC69843
Remote Similarity	0.654	NPC108011
Remote Similarity	0.6525	NPC21461
Remote Similarity	0.652	NPC282247
Remote Similarity	0.6518	NPC71238
Remote Similarity	0.6497	NPC321911
Remote Similarity	0.6496	NPC103687
Remote Similarity	0.6496	NPC132631
Remote Similarity	0.6488	NPC39092
Remote Similarity	0.6477	NPC284635
Remote Similarity	0.6473	NPC166492
Remote Similarity	0.6473	NPC473362
Remote Similarity	0.6465	NPC40070
Remote Similarity	0.6462	NPC472294
Remote Similarity	0.6447	NPC201380
Remote Similarity	0.6447	NPC469811
Remote Similarity	0.6447	NPC179787
Remote Similarity	0.6445	NPC477891
Remote Similarity	0.6445	NPC307191
Remote Similarity	0.6442	NPC471579
Remote Similarity	0.6432	NPC54981
Remote Similarity	0.6432	NPC470233
Remote Similarity	0.6429	NPC204141
Remote Similarity	0.6422	NPC478184
Remote Similarity	0.6422	NPC478182
Remote Similarity	0.6404	NPC229173
Remote Similarity	0.6398	NPC16659
Remote Similarity	0.6396	NPC63545
Remote Similarity	0.6394	NPC208060
Remote Similarity	0.6392	NPC115611
Remote Similarity	0.639	NPC2165
Remote Similarity	0.639	NPC195507
Remote Similarity	0.6389	NPC231536
Remote Similarity	0.6381	NPC59269
Remote Similarity	0.6377	NPC164664
Remote Similarity	0.6368	NPC327095
Remote Similarity	0.6368	NPC312942
Remote Similarity	0.6364	NPC470111
Remote Similarity	0.6355	NPC135141
Remote Similarity	0.6355	NPC221786
Remote Similarity	0.6355	NPC474880
Remote Similarity	0.6355	NPC92796
Remote Similarity	0.6355	NPC475990
Remote Similarity	0.6354	NPC216159
Remote Similarity	0.6352	NPC171393
Remote Similarity	0.6352	NPC295452
Remote Similarity	0.6351	NPC265710
Remote Similarity	0.6346	NPC476688
Remote Similarity	0.6346	NPC105758
Remote Similarity	0.6346	NPC476686
Remote Similarity	0.6345	NPC314372
Remote Similarity	0.6341	NPC78375
Remote Similarity	0.6341	NPC476446
Remote Similarity	0.6341	NPC469813
Remote Similarity	0.634	NPC476817
Remote Similarity	0.634	NPC40455
Remote Similarity	0.6338	NPC472110
Remote Similarity	0.6338	NPC48938
Remote Similarity	0.6338	NPC472109
Remote Similarity	0.6332	NPC6865
Remote Similarity	0.6332	NPC153980
Remote Similarity	0.633	NPC324149
Remote Similarity	0.6329	NPC278874
Remote Similarity	0.6329	NPC63751
Remote Similarity	0.6329	NPC317430
Remote Similarity	0.6326	NPC135601
Remote Similarity	0.6326	NPC94752
Remote Similarity	0.6326	NPC17273
Remote Similarity	0.6326	NPC141612
Remote Similarity	0.632	NPC147983
Remote Similarity	0.632	NPC177996
Remote Similarity	0.632	NPC470731
Remote Similarity	0.6318	NPC25008
Remote Similarity	0.6318	NPC469786
Remote Similarity	0.6318	NPC469765
Remote Similarity	0.6318	NPC259644
Remote Similarity	0.6318	NPC469760
Remote Similarity	0.6318	NPC469763
Remote Similarity	0.6318	NPC73952
Remote Similarity	0.6316	NPC472123
Remote Similarity	0.6314	NPC19170
Remote Similarity	0.6311	NPC475070
Remote Similarity	0.6305	NPC236711
Remote Similarity	0.6292	NPC935
Remote Similarity	0.6292	NPC267078
Remote Similarity	0.6288	NPC72956
Remote Similarity	0.6287	NPC75540
Remote Similarity	0.6287	NPC212376
Remote Similarity	0.6287	NPC211572
Remote Similarity	0.6287	NPC80597
Remote Similarity	0.6287	NPC70922
Remote Similarity	0.6286	NPC469938
Remote Similarity	0.628	NPC56233
Remote Similarity	0.6277	NPC250835
Remote Similarity	0.6275	NPC293487
Remote Similarity	0.6274	NPC133261
Remote Similarity	0.6268	NPC201634
Remote Similarity	0.6266	NPC474357
Remote Similarity	0.6256	NPC32002
Remote Similarity	0.6256	NPC315348
Remote Similarity	0.6256	NPC88097
Remote Similarity	0.625	NPC470323
Remote Similarity	0.6244	NPC81229
Remote Similarity	0.6244	NPC20144
Remote Similarity	0.6244	NPC42483
Remote Similarity	0.6244	NPC255229
Remote Similarity	0.6244	NPC190296
Remote Similarity	0.6237	NPC471312
Remote Similarity	0.6234	NPC297862
Remote Similarity	0.6226	NPC240088
Remote Similarity	0.6226	NPC473380
Remote Similarity	0.6223	NPC304926
Remote Similarity	0.6223	NPC476041
Remote Similarity	0.622	NPC150447
Remote Similarity	0.622	NPC194411
Remote Similarity	0.622	NPC474897
Remote Similarity	0.6219	NPC24678
Remote Similarity	0.6219	NPC105818
Remote Similarity	0.6219	NPC53947
Remote Similarity	0.6218	NPC2497
Remote Similarity	0.6215	NPC144114
Remote Similarity	0.6215	NPC233936
Remote Similarity	0.6205	NPC476433
Remote Similarity	0.6205	NPC23420
Remote Similarity	0.6205	NPC205254
Remote Similarity	0.6205	NPC303820
Remote Similarity	0.6205	NPC476528
Remote Similarity	0.6205	NPC106771
Remote Similarity	0.6204	NPC471614
Remote Similarity	0.6202	NPC49954
Remote Similarity	0.6202	NPC160105
Remote Similarity	0.6202	NPC474561
Remote Similarity	0.6202	NPC478183
Remote Similarity	0.6197	NPC473310
Remote Similarity	0.6197	NPC149014
Remote Similarity	0.619	NPC471193
Remote Similarity	0.619	NPC471194
Remote Similarity	0.619	NPC82331
Remote Similarity	0.6188	NPC472834
Remote Similarity	0.6186	NPC83381
Remote Similarity	0.618	NPC251936
Remote Similarity	0.618	NPC471192
Remote Similarity	0.6179	NPC474958
Remote Similarity	0.6178	NPC94211
Remote Similarity	0.6178	NPC475935
Remote Similarity	0.6178	NPC52909
Remote Similarity	0.6176	NPC469785
Remote Similarity	0.6175	NPC62749
Remote Similarity	0.6167	NPC156003
Remote Similarity	0.6162	NPC476408
Remote Similarity	0.6157	NPC467063
Remote Similarity	0.6157	NPC284678
Remote Similarity	0.6157	NPC21429
Remote Similarity	0.6157	NPC228835
Remote Similarity	0.6154	NPC173344
Remote Similarity	0.615	NPC288838
Remote Similarity	0.615	NPC68354
Remote Similarity	0.615	NPC143872
Remote Similarity	0.6146	NPC469762
Remote Similarity	0.6146	NPC129721
Remote Similarity	0.6146	NPC471322
Remote Similarity	0.6143	NPC91895

Drug Structure

NPD6192 OpenBabel08211709092D 38 42 0 0 0 0 0 0 0 0999 V2000 -7.3971 0.0343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4204 0.0343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5562 -2.5841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0678 -3.4300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0678 -1.7382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0911 -3.4300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2126 1.3351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5644 -0.3197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2572 1.1320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6090 -0.5228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1094 -1.2999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9553 0.1652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2635 -0.8115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1094 0.6536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5717 2.1187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8662 0.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9554 0.2031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0911 -1.7382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3973 -2.5841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5717 0.1652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3973 -0.8923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4176 0.6536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7259 0.6536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9320 -2.5033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9553 -0.8115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8216 0.8123 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.3740 -2.5841 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -6.9088 -2.5033 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4176 1.6303 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7259 1.6303 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.9320 -0.8115 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3687 -0.7902 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2635 0.1652 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 -5.4437 -3.3492 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.3971 -3.3492 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4204 -1.6574 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4669 -3.3492 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 31 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 18 2 0 0 0 0 6 19 2 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 13 1 0 0 0 0 11 25 1 0 0 0 0 12 14 1 0 0 0 0 12 25 1 0 0 0 0 13 33 1 0 0 0 0 14 33 1 0 0 0 0 15 29 2 0 0 0 0 15 30 1 0 0 0 0 16 26 1 0 0 0 0 17 34 1 0 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 19 27 1 0 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 20 32 1 0 0 0 0 21 32 2 0 0 0 0 21 34 1 0 0 0 0 22 29 1 0 0 0 0 22 33 1 0 0 0 0 23 30 2 0 0 0 0 23 34 1 0 0 0 0 24 25 1 0 0 0 0 24 28 2 0 0 0 0 24 35 1 0 0 0 0 25 31 1 0 0 0 0 28 36 1 0 0 0 0 31 37 1 0 0 0 0 35 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000508
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16223963
ChEBI
CAS Number

Drug Properties

Molecular Weight	509.15
ALogP	0.528
MLogP	3.11
XLogP	5.444
HDA	8
HBD	3
Rotatable Bonds	10
TPSA	102.43
RO5 Violation	1