NPASS drugs

Drug Information

Drug ID:	NPD2111
Drug Name:
Molecular Formula:	C16H20ClN3S
Canonical SMILES:	CC(=CCN1Cc2cc(Cl)cc3c2n(C[C@@H]1C)c(n3)S)C
Standard InCHI:	InChI=1S/C16H20ClN3S/c1-10(2)4-5-19-9-12-6-13(17)7-14-15(12)20(8-11(19)3)16(21)18-14/h4,6-7,11H,5,8-9H2,1-3H3,(H,18,21)/t11-/m0/s1
Standard InCHIKey:	RCSLUNOLLUVOOG-NSHDSACASA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2111

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	1316
0.1-0.2	11568
0.2-0.3	12951
0.3-0.4	2404
0.4-0.5	1786
0.5-0.6	788
0.6-0.7	73
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	1.0	NPC471609
Intermediate Similarity	0.7207	NPC477591
Intermediate Similarity	0.7135	NPC476297
Intermediate Similarity	0.7111	NPC300238
Remote Similarity	0.6949	NPC114209
Remote Similarity	0.6851	NPC476219
Remote Similarity	0.6804	NPC476341
Remote Similarity	0.6763	NPC216159
Remote Similarity	0.6737	NPC317054
Remote Similarity	0.663	NPC476464
Remote Similarity	0.6529	NPC75999
Remote Similarity	0.6517	NPC316018
Remote Similarity	0.6517	NPC314058
Remote Similarity	0.648	NPC473868
Remote Similarity	0.648	NPC63157
Remote Similarity	0.6464	NPC204141
Remote Similarity	0.6444	NPC42483
Remote Similarity	0.6444	NPC20144
Remote Similarity	0.6436	NPC316359
Remote Similarity	0.6436	NPC315617
Remote Similarity	0.6429	NPC314919
Remote Similarity	0.6421	NPC2165
Remote Similarity	0.6421	NPC195507
Remote Similarity	0.6413	NPC40070
Remote Similarity	0.6402	NPC470203
Remote Similarity	0.6369	NPC315348
Remote Similarity	0.6369	NPC32002
Remote Similarity	0.6349	NPC470204
Remote Similarity	0.6348	NPC150259
Remote Similarity	0.6304	NPC21605
Remote Similarity	0.6298	NPC88121
Remote Similarity	0.6278	NPC104483
Remote Similarity	0.6243	NPC115611
Remote Similarity	0.6236	NPC198988
Remote Similarity	0.6216	NPC470111
Remote Similarity	0.6203	NPC469975
Remote Similarity	0.6201	NPC218268
Remote Similarity	0.6201	NPC325252
Remote Similarity	0.6196	NPC285731
Remote Similarity	0.619	NPC469308
Remote Similarity	0.6188	NPC88097
Remote Similarity	0.6183	NPC282531
Remote Similarity	0.6167	NPC125746
Remote Similarity	0.6154	NPC59084
Remote Similarity	0.6145	NPC325599
Remote Similarity	0.6129	NPC201380
Remote Similarity	0.6129	NPC179787
Remote Similarity	0.6119	NPC83381
Remote Similarity	0.6114	NPC478182
Remote Similarity	0.61	NPC16659
Remote Similarity	0.6099	NPC73767
Remote Similarity	0.6099	NPC110126
Remote Similarity	0.6096	NPC321911
Remote Similarity	0.6094	NPC122141
Remote Similarity	0.6075	NPC63545
Remote Similarity	0.6066	NPC469767
Remote Similarity	0.6066	NPC469768
Remote Similarity	0.6066	NPC469780
Remote Similarity	0.6066	NPC2949
Remote Similarity	0.6066	NPC469784
Remote Similarity	0.6066	NPC469779
Remote Similarity	0.6066	NPC469783
Remote Similarity	0.6066	NPC469761
Remote Similarity	0.6064	NPC33421
Remote Similarity	0.6062	NPC225018
Remote Similarity	0.605	NPC265710
Remote Similarity	0.6043	NPC469811
Remote Similarity	0.6033	NPC469766
Remote Similarity	0.6033	NPC476454
Remote Similarity	0.6031	NPC247987
Remote Similarity	0.6021	NPC51054
Remote Similarity	0.6012	NPC41174
Remote Similarity	0.6011	NPC22079
Remote Similarity	0.601	NPC255229
Remote Similarity	0.601	NPC81229
Remote Similarity	0.6	NPC81561
Remote Similarity	0.6	NPC325903
Remote Similarity	0.599	NPC91895
Remote Similarity	0.599	NPC47596
Remote Similarity	0.599	NPC307191
Remote Similarity	0.5989	NPC314102
Remote Similarity	0.5989	NPC478186
Remote Similarity	0.5989	NPC251722
Remote Similarity	0.5989	NPC84911
Remote Similarity	0.5989	NPC105127
Remote Similarity	0.5989	NPC143872
Remote Similarity	0.5978	NPC284635
Remote Similarity	0.5969	NPC49217
Remote Similarity	0.5966	NPC476140
Remote Similarity	0.596	NPC105758
Remote Similarity	0.596	NPC476688
Remote Similarity	0.596	NPC476686
Remote Similarity	0.5959	NPC318065
Remote Similarity	0.5959	NPC293487
Remote Similarity	0.5959	NPC206819
Remote Similarity	0.5959	NPC56765
Remote Similarity	0.5957	NPC471957
Remote Similarity	0.5954	NPC265605
Remote Similarity	0.5954	NPC48564
Remote Similarity	0.5954	NPC182570
Remote Similarity	0.595	NPC121903
Remote Similarity	0.5949	NPC162799
Remote Similarity	0.5949	NPC478184
Remote Similarity	0.5947	NPC470823
Remote Similarity	0.5945	NPC71238
Remote Similarity	0.5941	NPC476566
Remote Similarity	0.5941	NPC148140
Remote Similarity	0.5939	NPC278874
Remote Similarity	0.5936	NPC470440
Remote Similarity	0.5934	NPC29886
Remote Similarity	0.5934	NPC261195
Remote Similarity	0.5934	NPC96102
Remote Similarity	0.5931	NPC108011
Remote Similarity	0.593	NPC314557
Remote Similarity	0.5924	NPC134657
Remote Similarity	0.592	NPC240088
Remote Similarity	0.592	NPC473380
Remote Similarity	0.592	NPC234987
Remote Similarity	0.5916	NPC200214
Remote Similarity	0.5909	NPC164664
Remote Similarity	0.5909	NPC116961
Remote Similarity	0.5907	NPC236711
Remote Similarity	0.5897	NPC194881
Remote Similarity	0.5895	NPC148592
Remote Similarity	0.5894	NPC472289
Remote Similarity	0.5892	NPC238499
Remote Similarity	0.5889	NPC475450
Remote Similarity	0.5889	NPC82295
Remote Similarity	0.5888	NPC478183
Remote Similarity	0.5886	NPC46358
Remote Similarity	0.5885	NPC120070
Remote Similarity	0.5879	NPC82331
Remote Similarity	0.5876	NPC475990
Remote Similarity	0.5876	NPC474880
Remote Similarity	0.5876	NPC221786
Remote Similarity	0.5876	NPC41257
Remote Similarity	0.5876	NPC6436
Remote Similarity	0.5872	NPC116555
Remote Similarity	0.5871	NPC280852
Remote Similarity	0.5871	NPC315715
Remote Similarity	0.5871	NPC474958
Remote Similarity	0.5867	NPC317105
Remote Similarity	0.5864	NPC54981
Remote Similarity	0.5851	NPC314372
Remote Similarity	0.5851	NPC469525
Remote Similarity	0.5846	NPC229173
Remote Similarity	0.5833	NPC113626
Remote Similarity	0.5833	NPC281094
Remote Similarity	0.5829	NPC190296
Remote Similarity	0.5825	NPC286427
Remote Similarity	0.5824	NPC143156
Remote Similarity	0.5816	NPC224632
Remote Similarity	0.5816	NPC478185
Remote Similarity	0.5815	NPC471312
Remote Similarity	0.5812	NPC53947
Remote Similarity	0.5812	NPC24678
Remote Similarity	0.5812	NPC105818
Remote Similarity	0.5808	NPC56233
Remote Similarity	0.5806	NPC279081
Remote Similarity	0.5805	NPC215519
Remote Similarity	0.5787	NPC476950
Remote Similarity	0.5787	NPC250361
Remote Similarity	0.5787	NPC271797
Remote Similarity	0.5787	NPC90723
Remote Similarity	0.5787	NPC21174
Remote Similarity	0.5781	NPC216713
Remote Similarity	0.578	NPC54102
Remote Similarity	0.578	NPC162689
Remote Similarity	0.5778	NPC473587
Remote Similarity	0.5771	NPC208060
Remote Similarity	0.5763	NPC122718
Remote Similarity	0.5759	NPC37548
Remote Similarity	0.5759	NPC288445
Remote Similarity	0.5759	NPC2272
Remote Similarity	0.5756	NPC39092
Remote Similarity	0.5756	NPC477891
Remote Similarity	0.5751	NPC73952
Remote Similarity	0.5751	NPC25008
Remote Similarity	0.5751	NPC469786
Remote Similarity	0.5751	NPC469760
Remote Similarity	0.5751	NPC232798
Remote Similarity	0.5751	NPC259644
Remote Similarity	0.5751	NPC469763
Remote Similarity	0.5751	NPC469765
Remote Similarity	0.575	NPC32534
Remote Similarity	0.575	NPC194411
Remote Similarity	0.5746	NPC475428
Remote Similarity	0.5744	NPC129721
Remote Similarity	0.5743	NPC189812
Remote Similarity	0.5743	NPC297034
Remote Similarity	0.5743	NPC329688
Remote Similarity	0.5743	NPC469938
Remote Similarity	0.574	NPC282247
Remote Similarity	0.5737	NPC288838
Remote Similarity	0.5733	NPC267811
Remote Similarity	0.5733	NPC69843
Remote Similarity	0.5722	NPC473762
Remote Similarity	0.5722	NPC80597
Remote Similarity	0.5722	NPC70922
Remote Similarity	0.5722	NPC230002

Drug Structure

NPD2111 OpenBabel08211701392D 22 24 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 -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 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 -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 2.4752 -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 3.3412 -2.1691 0.0000 Cl 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 10 1 0 0 0 0 2 10 1 0 0 0 0 4 5 1 0 0 0 0 4 10 2 0 0 0 0 5 19 1 0 0 0 0 6 12 2 0 0 0 0 6 13 1 0 0 0 0 7 13 2 0 0 0 0 7 14 1 0 0 0 0 8 11 1 0 0 0 0 8 20 1 0 0 0 0 9 12 1 0 0 0 0 9 19 1 0 0 0 0 11 3 1 1 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 13 17 1 0 0 0 0 14 15 2 0 0 0 0 14 18 1 0 0 0 0 15 20 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 16 21 1 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC012316
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3000237
ChEBI
CAS Number

Drug Properties

Molecular Weight	321.11
ALogP	2.8736
MLogP	2.67
XLogP	3.444
HDA	3
HBD	0
Rotatable Bonds	7
TPSA	59.86
RO5 Violation	0