NPASS drugs

Drug Information

Drug ID:	NPD2149
Drug Name:
Molecular Formula:	C16H21N3S
Canonical SMILES:	C[C@H]1Cn2c(S)nc3c2c(CN1CC=C(C)C)ccc3
Standard InCHI:	InChI=1S/C16H21N3S/c1-11(2)7-8-18-10-13-5-4-6-14-15(13)19(9-12(18)3)16(20)17-14/h4-7,12H,8-10H2,1-3H3,(H,17,20)/t12-/m0/s1
Standard InCHIKey:	WTTIBCHOELPGFK-LBPRGKRZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2149

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	978
0.1-0.2	11114
0.2-0.3	13034
0.3-0.4	2602
0.4-0.5	1775
0.5-0.6	1096
0.6-0.7	273
0.7-0.8	17
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
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	0.9018	NPC471609
Intermediate Similarity	0.7853	NPC476297
Intermediate Similarity	0.7711	NPC300238
Intermediate Similarity	0.7654	NPC114209
Intermediate Similarity	0.753	NPC476219
Intermediate Similarity	0.7468	NPC216159
Intermediate Similarity	0.743	NPC476341
Intermediate Similarity	0.7371	NPC317054
Intermediate Similarity	0.7226	NPC75999
Intermediate Similarity	0.7134	NPC473868
Intermediate Similarity	0.7134	NPC63157
Intermediate Similarity	0.7108	NPC204141
Intermediate Similarity	0.7091	NPC20144
Intermediate Similarity	0.7091	NPC42483
Intermediate Similarity	0.7041	NPC40070
Intermediate Similarity	0.7029	NPC2165
Intermediate Similarity	0.7029	NPC195507
Intermediate Similarity	0.7011	NPC470203
Remote Similarity	0.6994	NPC150259
Remote Similarity	0.6954	NPC470204
Remote Similarity	0.6928	NPC88121
Remote Similarity	0.6923	NPC21605
Remote Similarity	0.6909	NPC104483
Remote Similarity	0.6871	NPC198988
Remote Similarity	0.6867	NPC115611
Remote Similarity	0.6829	NPC218268
Remote Similarity	0.6829	NPC325252
Remote Similarity	0.6824	NPC470111
Remote Similarity	0.6807	NPC88097
Remote Similarity	0.6805	NPC285731
Remote Similarity	0.6802	NPC469975
Remote Similarity	0.6788	NPC125746
Remote Similarity	0.6784	NPC282531
Remote Similarity	0.6766	NPC59084
Remote Similarity	0.6725	NPC201380
Remote Similarity	0.6725	NPC179787
Remote Similarity	0.6718	NPC469308
Remote Similarity	0.6707	NPC110126
Remote Similarity	0.6707	NPC73767
Remote Similarity	0.6686	NPC321911
Remote Similarity	0.6685	NPC478182
Remote Similarity	0.6667	NPC469779
Remote Similarity	0.6667	NPC2949
Remote Similarity	0.6667	NPC469761
Remote Similarity	0.6667	NPC469780
Remote Similarity	0.6667	NPC469768
Remote Similarity	0.6667	NPC122141
Remote Similarity	0.6667	NPC469767
Remote Similarity	0.6667	NPC63545
Remote Similarity	0.6667	NPC469784
Remote Similarity	0.6667	NPC469783
Remote Similarity	0.6649	NPC16659
Remote Similarity	0.6647	NPC33421
Remote Similarity	0.6646	NPC41174
Remote Similarity	0.6645	NPC81561
Remote Similarity	0.6629	NPC225018
Remote Similarity	0.6628	NPC469811
Remote Similarity	0.6627	NPC469766
Remote Similarity	0.6626	NPC22079
Remote Similarity	0.661	NPC477591
Remote Similarity	0.6595	NPC265710
Remote Similarity	0.6592	NPC247987
Remote Similarity	0.6591	NPC51054
Remote Similarity	0.6587	NPC314102
Remote Similarity	0.6587	NPC251722
Remote Similarity	0.6587	NPC105127
Remote Similarity	0.6587	NPC84911
Remote Similarity	0.6584	NPC476140
Remote Similarity	0.6582	NPC265605
Remote Similarity	0.6582	NPC48564
Remote Similarity	0.6582	NPC182570
Remote Similarity	0.6581	NPC476566
Remote Similarity	0.6581	NPC148140
Remote Similarity	0.6573	NPC81229
Remote Similarity	0.6573	NPC255229
Remote Similarity	0.6571	NPC325903
Remote Similarity	0.657	NPC143872
Remote Similarity	0.657	NPC478186
Remote Similarity	0.6568	NPC284635
Remote Similarity	0.6538	NPC91895
Remote Similarity	0.6532	NPC471957
Remote Similarity	0.6527	NPC261195
Remote Similarity	0.6527	NPC29886
Remote Similarity	0.6527	NPC96102
Remote Similarity	0.6524	NPC307191
Remote Similarity	0.6519	NPC49217
Remote Similarity	0.6517	NPC293487
Remote Similarity	0.6517	NPC56765
Remote Similarity	0.6517	NPC318065
Remote Similarity	0.6517	NPC206819
Remote Similarity	0.6514	NPC470823
Remote Similarity	0.6512	NPC470440
Remote Similarity	0.6503	NPC105758
Remote Similarity	0.6503	NPC476688
Remote Similarity	0.6503	NPC476686
Remote Similarity	0.65	NPC478184
Remote Similarity	0.65	NPC46358
Remote Similarity	0.6486	NPC121903
Remote Similarity	0.6485	NPC475450
Remote Similarity	0.6485	NPC82295
Remote Similarity	0.6484	NPC278874
Remote Similarity	0.6477	NPC200214
Remote Similarity	0.6471	NPC238499
Remote Similarity	0.6467	NPC314557
Remote Similarity	0.6461	NPC236711
Remote Similarity	0.6457	NPC148592
Remote Similarity	0.6455	NPC108011
Remote Similarity	0.6452	NPC473380
Remote Similarity	0.6452	NPC240088
Remote Similarity	0.6452	NPC234987
Remote Similarity	0.6452	NPC143156
Remote Similarity	0.6448	NPC164664
Remote Similarity	0.6444	NPC194881
Remote Similarity	0.6441	NPC120070
Remote Similarity	0.6436	NPC71238
Remote Similarity	0.6429	NPC478183
Remote Similarity	0.6425	NPC475990
Remote Similarity	0.6425	NPC41257
Remote Similarity	0.6425	NPC474880
Remote Similarity	0.6425	NPC6436
Remote Similarity	0.6425	NPC221786
Remote Similarity	0.6416	NPC469525
Remote Similarity	0.6416	NPC314372
Remote Similarity	0.6415	NPC215519
Remote Similarity	0.6413	NPC82331
Remote Similarity	0.6409	NPC317105
Remote Similarity	0.6406	NPC472289
Remote Similarity	0.6398	NPC280852
Remote Similarity	0.6398	NPC474958
Remote Similarity	0.6398	NPC315715
Remote Similarity	0.6395	NPC190296
Remote Similarity	0.6392	NPC162689
Remote Similarity	0.6392	NPC54102
Remote Similarity	0.6389	NPC229173
Remote Similarity	0.6384	NPC281094
Remote Similarity	0.638	NPC476950
Remote Similarity	0.638	NPC250361
Remote Similarity	0.6374	NPC279081
Remote Similarity	0.6369	NPC286427
Remote Similarity	0.6364	NPC473587
Remote Similarity	0.6364	NPC24678
Remote Similarity	0.6364	NPC53947
Remote Similarity	0.6364	NPC105818
Remote Similarity	0.6358	NPC122718
Remote Similarity	0.6355	NPC116555
Remote Similarity	0.6354	NPC478185
Remote Similarity	0.6354	NPC224632
Remote Similarity	0.6349	NPC113626
Remote Similarity	0.6341	NPC54981
Remote Similarity	0.6339	NPC56233
Remote Similarity	0.6328	NPC216713
Remote Similarity	0.6325	NPC475428
Remote Similarity	0.6323	NPC296163
Remote Similarity	0.6319	NPC271797
Remote Similarity	0.6319	NPC21174
Remote Similarity	0.6319	NPC90723
Remote Similarity	0.6316	NPC164802
Remote Similarity	0.6307	NPC2272
Remote Similarity	0.6307	NPC288445
Remote Similarity	0.6307	NPC37548
Remote Similarity	0.6303	NPC473762
Remote Similarity	0.6292	NPC469765
Remote Similarity	0.6292	NPC232798
Remote Similarity	0.6292	NPC469760
Remote Similarity	0.6292	NPC469763
Remote Similarity	0.6292	NPC469786
Remote Similarity	0.6292	NPC259644
Remote Similarity	0.6292	NPC73952
Remote Similarity	0.6292	NPC25008
Remote Similarity	0.629	NPC208060
Remote Similarity	0.6287	NPC179365
Remote Similarity	0.6286	NPC288838
Remote Similarity	0.6279	NPC230002
Remote Similarity	0.6278	NPC129721
Remote Similarity	0.627	NPC32534
Remote Similarity	0.627	NPC194411
Remote Similarity	0.6266	NPC192209
Remote Similarity	0.6263	NPC477891
Remote Similarity	0.6258	NPC27740
Remote Similarity	0.6257	NPC70922
Remote Similarity	0.6257	NPC212376
Remote Similarity	0.6257	NPC211572
Remote Similarity	0.6257	NPC169433
Remote Similarity	0.6257	NPC75540
Remote Similarity	0.6257	NPC469938
Remote Similarity	0.6257	NPC329688
Remote Similarity	0.6257	NPC80597
Remote Similarity	0.6257	NPC297034
Remote Similarity	0.6257	NPC189812
Remote Similarity	0.625	NPC477134
Remote Similarity	0.625	NPC473930
Remote Similarity	0.6243	NPC277157
Remote Similarity	0.6242	NPC288232
Remote Similarity	0.6236	NPC470233
Remote Similarity	0.6229	NPC159856
Remote Similarity	0.6226	NPC471402
Remote Similarity	0.6226	NPC297486
Remote Similarity	0.6226	NPC240136
Remote Similarity	0.6223	NPC24594
Remote Similarity	0.6223	NPC472122

Drug Structure

NPD2149 OpenBabel08211701392D 21 23 0 0 1 0 0 0 0 0999 V2000 -2.7198 -3.8819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4634 -5.0741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9622 -1.0405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0591 -3.3899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3431 -2.4311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6914 -0.3078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0518 -1.9770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7475 -4.1153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9626 -1.0144 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6548 -1.7057 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 -0.0933 1.7796 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 2.6456 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 13 1 0 0 0 0 6 14 2 0 0 0 0 7 8 1 0 0 0 0 7 11 2 0 0 0 0 8 18 1 0 0 0 0 9 12 1 0 0 0 0 9 19 1 0 0 0 0 10 13 1 0 0 0 0 10 18 1 0 0 0 0 12 3 1 1 0 0 0 12 18 1 0 0 0 0 13 15 2 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 19 1 0 0 0 0 16 17 2 0 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011405
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3000236
ChEBI
CAS Number

Drug Properties

Molecular Weight	287.15
ALogP	2.1293
MLogP	2.78
XLogP	3.348
HDA	3
HBD	0
Rotatable Bonds	6
TPSA	59.86
RO5 Violation	0