NPASS drugs

Drug Information

Drug ID:	NPD2168
Drug Name:
Molecular Formula:	C16H22ClN3O2
Canonical SMILES:	COc1cc(N)c(cc1C(=N[C@H]1CCN2C[C@@H]1CCC2)O)Cl
Standard InCHI:	InChI=1S/C16H22ClN3O2/c1-22-15-8-13(18)12(17)7-11(15)16(21)19-14-4-6-20-5-2-3-10(14)9-20/h7-8,10,14H,2-6,9,18H2,1H3,(H,19,21)/t10-,14-/m0/s1
Standard InCHIKey:	GZSKEXSLDPEFPT-HZMBPMFUSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2168

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	263
0.1-0.2	2229
0.2-0.3	10245
0.3-0.4	3325
0.4-0.5	11897
0.5-0.6	2662
0.6-0.7	267
0.7-0.8	2
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	0.7135	NPC28510
Intermediate Similarity	0.7068	NPC232872
Remote Similarity	0.6865	NPC208280
Remote Similarity	0.678	NPC475910
Remote Similarity	0.6722	NPC219383
Remote Similarity	0.6631	NPC238430
Remote Similarity	0.6614	NPC310894
Remote Similarity	0.6597	NPC168153
Remote Similarity	0.652	NPC329747
Remote Similarity	0.6515	NPC217294
Remote Similarity	0.651	NPC473432
Remote Similarity	0.6507	NPC168250
Remote Similarity	0.6495	NPC70092
Remote Similarity	0.6477	NPC127082
Remote Similarity	0.6468	NPC203972
Remote Similarity	0.6462	NPC469592
Remote Similarity	0.6462	NPC471080
Remote Similarity	0.6447	NPC473007
Remote Similarity	0.6432	NPC295287
Remote Similarity	0.6429	NPC98197
Remote Similarity	0.6406	NPC225381
Remote Similarity	0.64	NPC474059
Remote Similarity	0.64	NPC174629
Remote Similarity	0.6392	NPC283152
Remote Similarity	0.6392	NPC9475
Remote Similarity	0.6385	NPC478074
Remote Similarity	0.6383	NPC72291
Remote Similarity	0.6373	NPC243834
Remote Similarity	0.6373	NPC70956
Remote Similarity	0.6364	NPC29647
Remote Similarity	0.6359	NPC329793
Remote Similarity	0.6359	NPC274268
Remote Similarity	0.6351	NPC469589
Remote Similarity	0.635	NPC477186
Remote Similarity	0.6344	NPC315257
Remote Similarity	0.6343	NPC469594
Remote Similarity	0.6337	NPC204970
Remote Similarity	0.633	NPC79328
Remote Similarity	0.6327	NPC283999
Remote Similarity	0.6326	NPC152768
Remote Similarity	0.6326	NPC148183
Remote Similarity	0.6321	NPC66573
Remote Similarity	0.6318	NPC473008
Remote Similarity	0.6316	NPC471178
Remote Similarity	0.6313	NPC62069
Remote Similarity	0.6296	NPC124542
Remote Similarity	0.6296	NPC471177
Remote Similarity	0.6296	NPC59779
Remote Similarity	0.6296	NPC177404
Remote Similarity	0.6293	NPC272706
Remote Similarity	0.6286	NPC472111
Remote Similarity	0.6283	NPC19555
Remote Similarity	0.6281	NPC474498
Remote Similarity	0.6279	NPC189661
Remote Similarity	0.6277	NPC291359
Remote Similarity	0.627	NPC184161
Remote Similarity	0.6263	NPC272375
Remote Similarity	0.6263	NPC133306
Remote Similarity	0.6257	NPC10875
Remote Similarity	0.6257	NPC10730
Remote Similarity	0.6256	NPC288943
Remote Similarity	0.625	NPC232600
Remote Similarity	0.6239	NPC108826
Remote Similarity	0.6228	NPC43275
Remote Similarity	0.6226	NPC470931
Remote Similarity	0.6225	NPC289786
Remote Similarity	0.6223	NPC193949
Remote Similarity	0.6223	NPC5238
Remote Similarity	0.6223	NPC127674
Remote Similarity	0.6223	NPC2413
Remote Similarity	0.6223	NPC172765
Remote Similarity	0.6223	NPC184026
Remote Similarity	0.6223	NPC189266
Remote Similarity	0.6223	NPC295691
Remote Similarity	0.6223	NPC39701
Remote Similarity	0.6223	NPC278799
Remote Similarity	0.6223	NPC469817
Remote Similarity	0.6223	NPC204828
Remote Similarity	0.6223	NPC207757
Remote Similarity	0.6223	NPC110416
Remote Similarity	0.6223	NPC276588
Remote Similarity	0.6223	NPC249797
Remote Similarity	0.6223	NPC54379
Remote Similarity	0.622	NPC475112
Remote Similarity	0.622	NPC291535
Remote Similarity	0.622	NPC475085
Remote Similarity	0.622	NPC474077
Remote Similarity	0.6219	NPC469830
Remote Similarity	0.6214	NPC472191
Remote Similarity	0.6211	NPC216816
Remote Similarity	0.6196	NPC476151
Remote Similarity	0.619	NPC473460
Remote Similarity	0.619	NPC84508
Remote Similarity	0.618	NPC166667
Remote Similarity	0.6176	NPC114335
Remote Similarity	0.6176	NPC141915
Remote Similarity	0.6176	NPC280964
Remote Similarity	0.6173	NPC226914
Remote Similarity	0.617	NPC2295
Remote Similarity	0.617	NPC477564
Remote Similarity	0.6169	NPC33902
Remote Similarity	0.6169	NPC276674
Remote Similarity	0.6167	NPC212850
Remote Similarity	0.6167	NPC189724
Remote Similarity	0.6167	NPC83289
Remote Similarity	0.6166	NPC4138
Remote Similarity	0.6166	NPC209377
Remote Similarity	0.6166	NPC284183
Remote Similarity	0.6166	NPC121275
Remote Similarity	0.6166	NPC24465
Remote Similarity	0.6165	NPC303214
Remote Similarity	0.6162	NPC7467
Remote Similarity	0.6161	NPC473422
Remote Similarity	0.615	NPC230276
Remote Similarity	0.615	NPC329329
Remote Similarity	0.615	NPC317709
Remote Similarity	0.615	NPC26872
Remote Similarity	0.6146	NPC204179
Remote Similarity	0.6141	NPC245974
Remote Similarity	0.6139	NPC66083
Remote Similarity	0.6138	NPC26850
Remote Similarity	0.6138	NPC469428
Remote Similarity	0.6134	NPC257354
Remote Similarity	0.6134	NPC223077
Remote Similarity	0.6134	NPC195392
Remote Similarity	0.6134	NPC264850
Remote Similarity	0.6134	NPC477888
Remote Similarity	0.6134	NPC56887
Remote Similarity	0.6134	NPC13916
Remote Similarity	0.6134	NPC269383
Remote Similarity	0.6134	NPC193853
Remote Similarity	0.6134	NPC151030
Remote Similarity	0.6132	NPC476106
Remote Similarity	0.6129	NPC103379
Remote Similarity	0.6129	NPC60538
Remote Similarity	0.6129	NPC477565
Remote Similarity	0.6129	NPC207824
Remote Similarity	0.6127	NPC22476
Remote Similarity	0.6127	NPC469390
Remote Similarity	0.6126	NPC133470
Remote Similarity	0.6126	NPC289776
Remote Similarity	0.6126	NPC221864
Remote Similarity	0.6126	NPC191863
Remote Similarity	0.6123	NPC473105
Remote Similarity	0.612	NPC247298
Remote Similarity	0.6119	NPC42591
Remote Similarity	0.6119	NPC473041
Remote Similarity	0.6117	NPC230313
Remote Similarity	0.6111	NPC112206
Remote Similarity	0.6111	NPC202605
Remote Similarity	0.6111	NPC232340
Remote Similarity	0.6108	NPC51957
Remote Similarity	0.6108	NPC106295
Remote Similarity	0.6108	NPC16107
Remote Similarity	0.6108	NPC320088
Remote Similarity	0.6108	NPC476144
Remote Similarity	0.6108	NPC210437
Remote Similarity	0.6106	NPC72211
Remote Similarity	0.6106	NPC100863
Remote Similarity	0.6105	NPC325013
Remote Similarity	0.6103	NPC193777
Remote Similarity	0.61	NPC40496
Remote Similarity	0.61	NPC119068
Remote Similarity	0.6098	NPC259350
Remote Similarity	0.6098	NPC114039
Remote Similarity	0.6098	NPC206109
Remote Similarity	0.6098	NPC223236
Remote Similarity	0.6096	NPC88249
Remote Similarity	0.6096	NPC97221
Remote Similarity	0.6096	NPC192768
Remote Similarity	0.6096	NPC151895
Remote Similarity	0.6096	NPC220858
Remote Similarity	0.6095	NPC160120
Remote Similarity	0.6095	NPC289330
Remote Similarity	0.6095	NPC471308
Remote Similarity	0.6095	NPC17388
Remote Similarity	0.6095	NPC53596
Remote Similarity	0.6095	NPC472329
Remote Similarity	0.6095	NPC472330
Remote Similarity	0.6094	NPC205255
Remote Similarity	0.6094	NPC230956
Remote Similarity	0.6094	NPC271388
Remote Similarity	0.6094	NPC119649
Remote Similarity	0.6094	NPC235143
Remote Similarity	0.6093	NPC269449
Remote Similarity	0.6091	NPC193267
Remote Similarity	0.6091	NPC213530
Remote Similarity	0.6089	NPC61350
Remote Similarity	0.6087	NPC194967
Remote Similarity	0.6087	NPC185838
Remote Similarity	0.6085	NPC274291
Remote Similarity	0.6085	NPC264166
Remote Similarity	0.6085	NPC165349
Remote Similarity	0.6085	NPC329708
Remote Similarity	0.6085	NPC118832
Remote Similarity	0.6085	NPC47059
Remote Similarity	0.6082	NPC471314
Remote Similarity	0.6082	NPC471315
Remote Similarity	0.608	NPC265383
Remote Similarity	0.608	NPC476685

Drug Structure

NPD2168 OpenBabel08211701392D 25 27 0 0 1 0 0 0 0 0999 V2000 -2.5099 -1.4491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4488 -0.0845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0146 -0.7214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2418 0.2740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2175 -0.0269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2418 0.2740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8366 -1.4491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8366 -0.4830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2418 -1.4580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2418 -1.4580 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -1.9321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8366 -0.4830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7418 -0.5920 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8366 -1.4491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.8981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6732 -0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8366 -3.3812 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.7418 -0.5920 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.8366 -3.3812 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6732 -1.9321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8366 1.4491 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8366 1.4491 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6732 -2.8981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 3 1 0 0 0 0 2 5 1 0 0 0 0 4 6 1 0 0 0 0 4 14 1 0 0 0 0 5 20 1 0 0 0 0 6 20 1 0 0 0 0 7 11 1 0 0 0 0 7 12 2 0 0 0 0 8 13 2 0 0 0 0 8 15 1 0 0 0 0 9 10 1 0 0 0 0 9 20 1 0 0 0 0 10 3 1 1 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 6 0 0 0 15 22 1 0 0 0 0 16 19 2 3 0 0 0 16 21 1 0 0 0 0 18 23 1 0 0 0 0 18 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000954
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3086547
ChEBI
CAS Number

Drug Properties

Molecular Weight	323.14
ALogP	-0.88
MLogP	2.56
XLogP	1.705
HDA	4
HBD	2
Rotatable Bonds	7
TPSA	71.08
RO5 Violation	0