NPASS drugs

Drug Information

Drug ID:	NPD2169
Drug Name:
Molecular Formula:	C16H22ClN3O2
Canonical SMILES:	COc1cc(N)c(cc1C(=NC[C@@H]1CCN2[C@H]1CCC2)O)Cl
Standard InCHI:	InChI=1S/C16H22ClN3O2/c1-22-15-8-13(18)12(17)7-11(15)16(21)19-9-10-4-6-20-5-2-3-14(10)20/h7-8,10,14H,2-6,9,18H2,1H3,(H,19,21)/t10-,14-/m0/s1
Standard InCHIKey:	GAYSOZKZPOVDSB-HZMBPMFUSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2169

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	260
0.1-0.2	2343
0.2-0.3	10153
0.3-0.4	3842
0.4-0.5	11509
0.5-0.6	2633
0.6-0.7	150
0.7-0.8	0
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
Remote Similarity	0.6891	NPC232872
Remote Similarity	0.6816	NPC219383
Remote Similarity	0.6701	NPC28510
Remote Similarity	0.6684	NPC208280
Remote Similarity	0.6667	NPC469428
Remote Similarity	0.6631	NPC238430
Remote Similarity	0.6614	NPC310894
Remote Similarity	0.6583	NPC204970
Remote Similarity	0.6569	NPC232600
Remote Similarity	0.6538	NPC475910
Remote Similarity	0.6535	NPC70956
Remote Similarity	0.6535	NPC243834
Remote Similarity	0.6485	NPC303214
Remote Similarity	0.6482	NPC474059
Remote Similarity	0.6482	NPC174629
Remote Similarity	0.6462	NPC469592
Remote Similarity	0.6462	NPC471080
Remote Similarity	0.645	NPC22476
Remote Similarity	0.6439	NPC329747
Remote Similarity	0.6432	NPC189661
Remote Similarity	0.6432	NPC295287
Remote Similarity	0.6429	NPC168250
Remote Similarity	0.6425	NPC168153
Remote Similarity	0.641	NPC70092
Remote Similarity	0.641	NPC283999
Remote Similarity	0.6406	NPC225381
Remote Similarity	0.6402	NPC70172
Remote Similarity	0.6385	NPC478074
Remote Similarity	0.6383	NPC230942
Remote Similarity	0.6383	NPC72291
Remote Similarity	0.6383	NPC315498
Remote Similarity	0.6368	NPC203628
Remote Similarity	0.6351	NPC469589
Remote Similarity	0.635	NPC217294
Remote Similarity	0.6345	NPC272375
Remote Similarity	0.6343	NPC469594
Remote Similarity	0.6335	NPC473185
Remote Similarity	0.6316	NPC87714
Remote Similarity	0.6308	NPC9475
Remote Similarity	0.6298	NPC475085
Remote Similarity	0.6298	NPC291535
Remote Similarity	0.6298	NPC475112
Remote Similarity	0.6284	NPC274268
Remote Similarity	0.6283	NPC19555
Remote Similarity	0.6281	NPC473007
Remote Similarity	0.6281	NPC474498
Remote Similarity	0.6271	NPC166667
Remote Similarity	0.6269	NPC85482
Remote Similarity	0.6267	NPC303658
Remote Similarity	0.6263	NPC98197
Remote Similarity	0.6262	NPC100863
Remote Similarity	0.6256	NPC193777
Remote Similarity	0.625	NPC300114
Remote Similarity	0.6244	NPC166655
Remote Similarity	0.6244	NPC269449
Remote Similarity	0.6239	NPC473179
Remote Similarity	0.6231	NPC84478
Remote Similarity	0.622	NPC52801
Remote Similarity	0.6214	NPC161804
Remote Similarity	0.6209	NPC476106
Remote Similarity	0.6202	NPC127178
Remote Similarity	0.6195	NPC243626
Remote Similarity	0.6186	NPC119722
Remote Similarity	0.6184	NPC177056
Remote Similarity	0.6184	NPC72211
Remote Similarity	0.6182	NPC477532
Remote Similarity	0.6175	NPC170114
Remote Similarity	0.6173	NPC226914
Remote Similarity	0.6173	NPC473432
Remote Similarity	0.6168	NPC11464
Remote Similarity	0.6165	NPC13880
Remote Similarity	0.6164	NPC108826
Remote Similarity	0.6158	NPC473008
Remote Similarity	0.6154	NPC18487
Remote Similarity	0.6142	NPC283152
Remote Similarity	0.6142	NPC228040
Remote Similarity	0.6135	NPC272706
Remote Similarity	0.6131	NPC43275
Remote Similarity	0.6129	NPC470549
Remote Similarity	0.6124	NPC329793
Remote Similarity	0.6124	NPC121772
Remote Similarity	0.6117	NPC131017
Remote Similarity	0.6114	NPC473183
Remote Similarity	0.6109	NPC310118
Remote Similarity	0.6108	NPC477186
Remote Similarity	0.6105	NPC291359
Remote Similarity	0.6101	NPC152768
Remote Similarity	0.6101	NPC148183
Remote Similarity	0.6096	NPC184161
Remote Similarity	0.6096	NPC473184
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	0.6087	NPC194967
Remote Similarity	0.6087	NPC70259
Remote Similarity	0.6085	NPC315257
Remote Similarity	0.6085	NPC470484
Remote Similarity	0.6085	NPC10875
Remote Similarity	0.6085	NPC10730
Remote Similarity	0.6085	NPC475147
Remote Similarity	0.608	NPC39822
Remote Similarity	0.6078	NPC5630
Remote Similarity	0.6077	NPC212850
Remote Similarity	0.6077	NPC189724
Remote Similarity	0.6077	NPC83289
Remote Similarity	0.6075	NPC470931
Remote Similarity	0.6073	NPC305984
Remote Similarity	0.6073	NPC126556
Remote Similarity	0.607	NPC62069
Remote Similarity	0.6068	NPC203972
Remote Similarity	0.6063	NPC132642
Remote Similarity	0.6063	NPC477533
Remote Similarity	0.6062	NPC204179
Remote Similarity	0.6061	NPC49583
Remote Similarity	0.6059	NPC469830
Remote Similarity	0.6058	NPC472191
Remote Similarity	0.6056	NPC472111
Remote Similarity	0.6055	NPC66191
Remote Similarity	0.6055	NPC314817
Remote Similarity	0.6055	NPC316297
Remote Similarity	0.6051	NPC151030
Remote Similarity	0.6051	NPC269383
Remote Similarity	0.605	NPC28368
Remote Similarity	0.6048	NPC67904
Remote Similarity	0.6045	NPC473041
Remote Similarity	0.6045	NPC274732
Remote Similarity	0.6042	NPC177404
Remote Similarity	0.604	NPC94943
Remote Similarity	0.6039	NPC43787
Remote Similarity	0.6039	NPC205934
Remote Similarity	0.6038	NPC162484
Remote Similarity	0.6038	NPC473460
Remote Similarity	0.6037	NPC316981
Remote Similarity	0.6037	NPC127996
Remote Similarity	0.6037	NPC48353
Remote Similarity	0.603	NPC94174
Remote Similarity	0.6021	NPC29647
Remote Similarity	0.6019	NPC476044
Remote Similarity	0.6018	NPC194740
Remote Similarity	0.6018	NPC252251
Remote Similarity	0.6012	NPC325013
Remote Similarity	0.601	NPC225857
Remote Similarity	0.6009	NPC473422
Remote Similarity	0.6009	NPC14339
Remote Similarity	0.6	NPC471593
Remote Similarity	0.6	NPC329329
Remote Similarity	0.6	NPC317709
Remote Similarity	0.6	NPC265383
Remote Similarity	0.5991	NPC128115
Remote Similarity	0.599	NPC190007
Remote Similarity	0.599	NPC306366
Remote Similarity	0.599	NPC307963
Remote Similarity	0.599	NPC79328
Remote Similarity	0.599	NPC235628
Remote Similarity	0.5989	NPC476687
Remote Similarity	0.5989	NPC477838
Remote Similarity	0.5989	NPC476689
Remote Similarity	0.5989	NPC477837
Remote Similarity	0.5989	NPC476685
Remote Similarity	0.5988	NPC471314
Remote Similarity	0.5988	NPC471315
Remote Similarity	0.598	NPC127082
Remote Similarity	0.5979	NPC254700
Remote Similarity	0.5978	NPC472103
Remote Similarity	0.5976	NPC9336
Remote Similarity	0.5973	NPC110151
Remote Similarity	0.5972	NPC475133
Remote Similarity	0.597	NPC260118
Remote Similarity	0.597	NPC270301
Remote Similarity	0.5969	NPC257354
Remote Similarity	0.5968	NPC245974
Remote Similarity	0.5965	NPC477531
Remote Similarity	0.5965	NPC475253
Remote Similarity	0.5964	NPC264782
Remote Similarity	0.5964	NPC128476
Remote Similarity	0.5963	NPC94157
Remote Similarity	0.5962	NPC230313
Remote Similarity	0.5962	NPC475774
Remote Similarity	0.5962	NPC29472
Remote Similarity	0.5959	NPC289776
Remote Similarity	0.5959	NPC191863
Remote Similarity	0.5959	NPC133470
Remote Similarity	0.5955	NPC183407
Remote Similarity	0.5955	NPC471953
Remote Similarity	0.5952	NPC258992
Remote Similarity	0.5951	NPC224293
Remote Similarity	0.595	NPC72980
Remote Similarity	0.5946	NPC247298
Remote Similarity	0.5945	NPC471304
Remote Similarity	0.5945	NPC476651
Remote Similarity	0.5944	NPC237227
Remote Similarity	0.5943	NPC267423
Remote Similarity	0.5943	NPC472329
Remote Similarity	0.5943	NPC472330
Remote Similarity	0.5941	NPC176127
Remote Similarity	0.5941	NPC215747
Remote Similarity	0.5941	NPC192939
Remote Similarity	0.5941	NPC212535

Drug Structure

NPD2169 OpenBabel08211701392D 25 27 0 0 1 0 0 0 0 0999 V2000 -2.2321 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6722 0.1183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9290 -0.5508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6618 0.7582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2654 1.0319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 1.4274 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 -0.1553 0.0000 C 0 0 1 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 0.8660 -0.5000 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 -3.0630 -0.0508 0.0000 C 0 0 1 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 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 0.9274 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 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 3 14 1 0 0 0 0 4 6 1 0 0 0 0 4 10 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 19 1 0 0 0 0 10 9 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 20 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	DNC012754
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	132337
ChEBI
CAS Number

Drug Properties

Molecular Weight	323.14
ALogP	-1.5357
MLogP	2.56
XLogP	1.639
HDA	4
HBD	2
Rotatable Bonds	8
TPSA	71.08
RO5 Violation	0