NPASS drugs

Drug Information

Drug ID:	NPD2057
Drug Name:	Methylene Blue Chloride Hydrate
Molecular Formula:	C16H18N3S.ClH.3H2O
Canonical SMILES:	CN(c1ccc2c(c1)[s+]c1c(n2)ccc(c1)N(C)C)C.O.O.O.[Cl-]
Standard InCHI:	InChI=1S/C16H18N3S.ClH.3H2O/c1-18(2)11-5-7-13-15(9-11)20-16-10-12(19(3)4)6-8-14(16)17-13;;;;/h5-10H,1-4H3;1H;3*1H2/q+1;;;;/p-1
Standard InCHIKey:	XQAXGZLFSSPBMK-UHFFFAOYSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2057

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	1475
0.1-0.2	11344
0.2-0.3	12869
0.3-0.4	2557
0.4-0.5	1774
0.5-0.6	731
0.6-0.7	132
0.7-0.8	6
0.8-0.85	1
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	0.9556	NPC320863
Intermediate Similarity	0.8102	NPC273714
Intermediate Similarity	0.7676	NPC287895
Intermediate Similarity	0.7589	NPC69277
Intermediate Similarity	0.7548	NPC161108
Intermediate Similarity	0.7535	NPC151779
Intermediate Similarity	0.7299	NPC143156
Intermediate Similarity	0.7055	NPC476140
Remote Similarity	0.6972	NPC54102
Remote Similarity	0.6972	NPC162689
Remote Similarity	0.6947	NPC213774
Remote Similarity	0.6928	NPC314102
Remote Similarity	0.6928	NPC251722
Remote Similarity	0.6918	NPC122718
Remote Similarity	0.6901	NPC81561
Remote Similarity	0.6866	NPC328877
Remote Similarity	0.6831	NPC148140
Remote Similarity	0.6667	NPC231655
Remote Similarity	0.6646	NPC88121
Remote Similarity	0.6644	NPC215519
Remote Similarity	0.6627	NPC474791
Remote Similarity	0.6571	NPC164228
Remote Similarity	0.6519	NPC104483
Remote Similarity	0.6513	NPC473417
Remote Similarity	0.651	NPC46358
Remote Similarity	0.6503	NPC473901
Remote Similarity	0.65	NPC20144
Remote Similarity	0.6478	NPC2949
Remote Similarity	0.6478	NPC59084
Remote Similarity	0.6474	NPC198988
Remote Similarity	0.6463	NPC148592
Remote Similarity	0.6458	NPC147810
Remote Similarity	0.644	NPC66699
Remote Similarity	0.6438	NPC473868
Remote Similarity	0.6438	NPC63157
Remote Similarity	0.6429	NPC173344
Remote Similarity	0.6415	NPC88097
Remote Similarity	0.6396	NPC149014
Remote Similarity	0.6387	NPC475450
Remote Similarity	0.6387	NPC175916
Remote Similarity	0.6382	NPC135488
Remote Similarity	0.6364	NPC33421
Remote Similarity	0.6364	NPC40070
Remote Similarity	0.6352	NPC169433
Remote Similarity	0.6341	NPC21605
Remote Similarity	0.634	NPC124636
Remote Similarity	0.6333	NPC56856
Remote Similarity	0.6332	NPC77022
Remote Similarity	0.6329	NPC325252
Remote Similarity	0.6325	NPC470233
Remote Similarity	0.6312	NPC315348
Remote Similarity	0.6312	NPC32002
Remote Similarity	0.6312	NPC316811
Remote Similarity	0.6308	NPC193370
Remote Similarity	0.63	NPC216221
Remote Similarity	0.6289	NPC150259
Remote Similarity	0.6275	NPC250361
Remote Similarity	0.6264	NPC91895
Remote Similarity	0.6259	NPC476566
Remote Similarity	0.6258	NPC476131
Remote Similarity	0.6258	NPC473587
Remote Similarity	0.625	NPC476322
Remote Similarity	0.625	NPC476219
Remote Similarity	0.6242	NPC473930
Remote Similarity	0.6242	NPC11863
Remote Similarity	0.6235	NPC221786
Remote Similarity	0.6235	NPC475990
Remote Similarity	0.6235	NPC474880
Remote Similarity	0.6232	NPC83987
Remote Similarity	0.6225	NPC41174
Remote Similarity	0.6218	NPC475428
Remote Similarity	0.6218	NPC69914
Remote Similarity	0.6218	NPC22079
Remote Similarity	0.6216	NPC240136
Remote Similarity	0.6216	NPC297486
Remote Similarity	0.6216	NPC471402
Remote Similarity	0.6199	NPC229173
Remote Similarity	0.6194	NPC473762
Remote Similarity	0.6181	NPC27802
Remote Similarity	0.6178	NPC179365
Remote Similarity	0.6176	NPC316910
Remote Similarity	0.6174	NPC91958
Remote Similarity	0.6173	NPC284635
Remote Similarity	0.6173	NPC238499
Remote Similarity	0.6173	NPC115611
Remote Similarity	0.6159	NPC48564
Remote Similarity	0.6159	NPC265605
Remote Similarity	0.6159	NPC182570
Remote Similarity	0.6154	NPC49051
Remote Similarity	0.6154	NPC476297
Remote Similarity	0.6145	NPC470111
Remote Similarity	0.6141	NPC188104
Remote Similarity	0.614	NPC56765
Remote Similarity	0.614	NPC6436
Remote Similarity	0.6131	NPC470823
Remote Similarity	0.6121	NPC470440
Remote Similarity	0.6121	NPC86288
Remote Similarity	0.6115	NPC282398
Remote Similarity	0.6111	NPC73767
Remote Similarity	0.6096	NPC296163
Remote Similarity	0.6095	NPC325903
Remote Similarity	0.6092	NPC195507
Remote Similarity	0.6092	NPC2165
Remote Similarity	0.6084	NPC478186
Remote Similarity	0.6084	NPC76540
Remote Similarity	0.6078	NPC290094
Remote Similarity	0.6076	NPC256893
Remote Similarity	0.6074	NPC469779
Remote Similarity	0.6074	NPC469768
Remote Similarity	0.6074	NPC469767
Remote Similarity	0.6074	NPC469780
Remote Similarity	0.6074	NPC469783
Remote Similarity	0.6074	NPC469761
Remote Similarity	0.6074	NPC469784
Remote Similarity	0.6071	NPC53947
Remote Similarity	0.6067	NPC143603
Remote Similarity	0.6048	NPC201380
Remote Similarity	0.6048	NPC179787
Remote Similarity	0.604	NPC192209
Remote Similarity	0.6037	NPC469766
Remote Similarity	0.6036	NPC216713
Remote Similarity	0.6034	NPC478182
Remote Similarity	0.6025	NPC218268
Remote Similarity	0.6024	NPC469525
Remote Similarity	0.6024	NPC285731
Remote Similarity	0.6024	NPC204141
Remote Similarity	0.6023	NPC476464
Remote Similarity	0.6023	NPC51054
Remote Similarity	0.6022	NPC222592
Remote Similarity	0.6022	NPC168486
Remote Similarity	0.6012	NPC215584
Remote Similarity	0.6012	NPC255229
Remote Similarity	0.6012	NPC81229
Remote Similarity	0.6012	NPC110126
Remote Similarity	0.6012	NPC312092
Remote Similarity	0.6012	NPC44773
Remote Similarity	0.6012	NPC321911
Remote Similarity	0.6011	NPC314557
Remote Similarity	0.6	NPC200214
Remote Similarity	0.6	NPC291610
Remote Similarity	0.5989	NPC474897
Remote Similarity	0.5988	NPC288838
Remote Similarity	0.5988	NPC125746
Remote Similarity	0.5988	NPC469897
Remote Similarity	0.5988	NPC63545
Remote Similarity	0.5988	NPC84911
Remote Similarity	0.5977	NPC194881
Remote Similarity	0.5968	NPC255909
Remote Similarity	0.5962	NPC202957
Remote Similarity	0.5962	NPC169625
Remote Similarity	0.5959	NPC469308
Remote Similarity	0.5954	NPC318065
Remote Similarity	0.5954	NPC206819
Remote Similarity	0.5952	NPC469811
Remote Similarity	0.5952	NPC321617
Remote Similarity	0.5952	NPC471957
Remote Similarity	0.5952	NPC477134
Remote Similarity	0.5944	NPC315715
Remote Similarity	0.5943	NPC21174
Remote Similarity	0.5943	NPC271797
Remote Similarity	0.5939	NPC277157
Remote Similarity	0.5933	NPC313449
Remote Similarity	0.5926	NPC96102
Remote Similarity	0.5926	NPC29886
Remote Similarity	0.5926	NPC261195
Remote Similarity	0.5924	NPC471311
Remote Similarity	0.5924	NPC471313
Remote Similarity	0.5924	NPC278451
Remote Similarity	0.5917	NPC288445
Remote Similarity	0.5909	NPC329825
Remote Similarity	0.5906	NPC138842
Remote Similarity	0.5897	NPC166424
Remote Similarity	0.5897	NPC245244
Remote Similarity	0.5897	NPC146373
Remote Similarity	0.5896	NPC286427
Remote Similarity	0.5896	NPC216643
Remote Similarity	0.5896	NPC129721
Remote Similarity	0.589	NPC105127
Remote Similarity	0.5886	NPC89490
Remote Similarity	0.5882	NPC103119
Remote Similarity	0.5878	NPC187036
Remote Similarity	0.5878	NPC235843
Remote Similarity	0.5875	NPC101165
Remote Similarity	0.5875	NPC82295
Remote Similarity	0.5868	NPC242556
Remote Similarity	0.5862	NPC293487
Remote Similarity	0.5862	NPC477591
Remote Similarity	0.5862	NPC302790
Remote Similarity	0.5862	NPC41257
Remote Similarity	0.586	NPC75999
Remote Similarity	0.5856	NPC280852
Remote Similarity	0.5852	NPC90723
Remote Similarity	0.5852	NPC317105
Remote Similarity	0.5851	NPC134079
Remote Similarity	0.5849	NPC475105
Remote Similarity	0.5849	NPC329896
Remote Similarity	0.5849	NPC475090
Remote Similarity	0.5847	NPC249662
Remote Similarity	0.5833	NPC272483
Remote Similarity	0.5833	NPC27740

Drug Structure

NPD2057 OpenBabel08211701392D 30 28 0 0 0 0 0 0 0 0999 V2000 0.5385 -2.1538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4711 -3.7692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9322 -3.7692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8649 -2.1538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4037 -1.0769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9996 -1.0769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3364 -0.5385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0670 -0.5385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3364 -2.6923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0670 -2.6923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4037 -2.1538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9996 -2.1538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2690 -1.0769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1343 -1.0769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2690 -2.1538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1343 -2.1538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2017 -0.5385 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4711 -2.6923 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.9322 -2.6923 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.2017 -2.6923 0.0000 S 0 3 0 0 0 0 0 0 0 0 0 0 -3.9169 1.0795 0.0000 Cl 0 5 0 0 0 0 0 0 0 0 0 0 8.5767 -6.4615 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4711 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4902 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5767 -6.4615 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5767 -6.4615 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4037 -6.4615 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5385 -6.4615 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4229 -6.4615 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5576 -6.4615 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 19 1 0 0 0 0 4 19 1 0 0 0 0 5 7 2 0 0 0 0 5 11 1 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 11 2 0 0 0 0 9 15 1 0 0 0 0 10 12 2 0 0 0 0 10 16 1 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 13 17 2 0 0 0 0 14 16 2 0 0 0 0 14 17 1 0 0 0 0 15 20 2 0 0 0 0 16 20 1 0 0 0 0 22 25 1 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 24 30 1 0 0 0 0 M CHG 2 20 1 21 -1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	284.12
ALogP	0.4356
MLogP	2.78
XLogP	3.221
HDA	3
HBD	0
Rotatable Bonds	6
TPSA	19.37
RO5 Violation	0