NPASS drugs

Drug Information

Drug ID:	NPD1601
Drug Name:	Sulfaphenazole
Molecular Formula:	C15H14N4O2S
Canonical SMILES:	Nc1ccc(cc1)S(=O)(=O)Nc1ccnn1c1ccccc1
Standard InCHI:	InChI=1S/C15H14N4O2S/c16-12-6-8-14(9-7-12)22(20,21)18-15-10-11-17-19(15)13-4-2-1-3-5-13/h1-11,18H,16H2
Standard InCHIKey:	QWCJHSGMANYXCW-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1601

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	2081
0.1-0.2	13760
0.2-0.3	10793
0.3-0.4	1876
0.4-0.5	1579
0.5-0.6	736
0.6-0.7	64
0.7-0.8	1
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	0.7515	NPC316910
Remote Similarity	0.6875	NPC75999
Remote Similarity	0.6705	NPC120070
Remote Similarity	0.6603	NPC84268
Remote Similarity	0.645	NPC469308
Remote Similarity	0.6417	NPC317054
Remote Similarity	0.6417	NPC471579
Remote Similarity	0.6383	NPC315715
Remote Similarity	0.6364	NPC143872
Remote Similarity	0.6364	NPC314557
Remote Similarity	0.6316	NPC216159
Remote Similarity	0.6279	NPC105127
Remote Similarity	0.6279	NPC125746
Remote Similarity	0.6264	NPC469897
Remote Similarity	0.6236	NPC114209
Remote Similarity	0.623	NPC474791
Remote Similarity	0.6221	NPC96102
Remote Similarity	0.6207	NPC110126
Remote Similarity	0.6196	NPC470204
Remote Similarity	0.6185	NPC84911
Remote Similarity	0.618	NPC288838
Remote Similarity	0.6176	NPC82295
Remote Similarity	0.6162	NPC470203
Remote Similarity	0.6145	NPC471957
Remote Similarity	0.6133	NPC216713
Remote Similarity	0.6127	NPC29886
Remote Similarity	0.6127	NPC261195
Remote Similarity	0.6114	NPC73767
Remote Similarity	0.6108	NPC122141
Remote Similarity	0.6102	NPC190296
Remote Similarity	0.6102	NPC42483
Remote Similarity	0.6089	NPC63545
Remote Similarity	0.608	NPC469780
Remote Similarity	0.608	NPC469761
Remote Similarity	0.608	NPC469779
Remote Similarity	0.608	NPC469783
Remote Similarity	0.608	NPC469768
Remote Similarity	0.608	NPC469784
Remote Similarity	0.608	NPC469767
Remote Similarity	0.608	NPC279081
Remote Similarity	0.6077	NPC53947
Remote Similarity	0.6075	NPC225018
Remote Similarity	0.6075	NPC253687
Remote Similarity	0.6071	NPC250361
Remote Similarity	0.6071	NPC135488
Remote Similarity	0.6064	NPC49217
Remote Similarity	0.6056	NPC469811
Remote Similarity	0.6056	NPC179787
Remote Similarity	0.6056	NPC201380
Remote Similarity	0.6048	NPC27740
Remote Similarity	0.6045	NPC469766
Remote Similarity	0.6044	NPC470823
Remote Similarity	0.6043	NPC317105
Remote Similarity	0.6034	NPC204141
Remote Similarity	0.6034	NPC314372
Remote Similarity	0.6034	NPC159856
Remote Similarity	0.6034	NPC285731
Remote Similarity	0.6031	NPC164228
Remote Similarity	0.6025	NPC143156
Remote Similarity	0.6023	NPC22079
Remote Similarity	0.6022	NPC321911
Remote Similarity	0.6011	NPC320863
Remote Similarity	0.6011	NPC200214
Remote Similarity	0.6011	NPC325903
Remote Similarity	0.6	NPC473762
Remote Similarity	0.5989	NPC148592
Remote Similarity	0.5989	NPC284635
Remote Similarity	0.5989	NPC230002
Remote Similarity	0.5988	NPC46358
Remote Similarity	0.5987	NPC231655
Remote Similarity	0.5968	NPC92796
Remote Similarity	0.5968	NPC135141
Remote Similarity	0.5965	NPC473587
Remote Similarity	0.5956	NPC470233
Remote Similarity	0.5944	NPC86288
Remote Similarity	0.593	NPC282398
Remote Similarity	0.593	NPC475428
Remote Similarity	0.5928	NPC41174
Remote Similarity	0.5926	NPC17751
Remote Similarity	0.5926	NPC280864
Remote Similarity	0.5924	NPC161108
Remote Similarity	0.5918	NPC47596
Remote Similarity	0.5917	NPC273714
Remote Similarity	0.5914	NPC216643
Remote Similarity	0.5914	NPC236711
Remote Similarity	0.5909	NPC314102
Remote Similarity	0.5909	NPC251722
Remote Similarity	0.5909	NPC150259
Remote Similarity	0.5906	NPC287895
Remote Similarity	0.5902	NPC24678
Remote Similarity	0.5902	NPC105818
Remote Similarity	0.5899	NPC115611
Remote Similarity	0.5896	NPC475450
Remote Similarity	0.5896	NPC101165
Remote Similarity	0.5896	NPC179365
Remote Similarity	0.5892	NPC476297
Remote Similarity	0.5892	NPC476219
Remote Similarity	0.5886	NPC198988
Remote Similarity	0.5882	NPC476140
Remote Similarity	0.5879	NPC470111
Remote Similarity	0.5868	NPC265605
Remote Similarity	0.5868	NPC182570
Remote Similarity	0.5868	NPC48564
Remote Similarity	0.5864	NPC63751
Remote Similarity	0.5864	NPC473901
Remote Similarity	0.5862	NPC473930
Remote Similarity	0.5852	NPC325252
Remote Similarity	0.5851	NPC215584
Remote Similarity	0.5851	NPC44773
Remote Similarity	0.5851	NPC279918
Remote Similarity	0.5838	NPC469765
Remote Similarity	0.5838	NPC232798
Remote Similarity	0.5838	NPC469760
Remote Similarity	0.5838	NPC73952
Remote Similarity	0.5838	NPC25008
Remote Similarity	0.5838	NPC469786
Remote Similarity	0.5838	NPC138842
Remote Similarity	0.5838	NPC469763
Remote Similarity	0.5838	NPC259644
Remote Similarity	0.5829	NPC286427
Remote Similarity	0.5829	NPC469762
Remote Similarity	0.5824	NPC166424
Remote Similarity	0.5824	NPC146373
Remote Similarity	0.5824	NPC245244
Remote Similarity	0.582	NPC282231
Remote Similarity	0.5816	NPC265710
Remote Similarity	0.5815	NPC40070
Remote Similarity	0.581	NPC59084
Remote Similarity	0.5806	NPC211572
Remote Similarity	0.5806	NPC75540
Remote Similarity	0.5806	NPC212376
Remote Similarity	0.5806	NPC80597
Remote Similarity	0.5806	NPC70922
Remote Similarity	0.5798	NPC318065
Remote Similarity	0.5798	NPC41257
Remote Similarity	0.5798	NPC206819
Remote Similarity	0.5798	NPC56765
Remote Similarity	0.5789	NPC478184
Remote Similarity	0.5789	NPC151779
Remote Similarity	0.5787	NPC169433
Remote Similarity	0.5787	NPC16659
Remote Similarity	0.5783	NPC54102
Remote Similarity	0.5783	NPC162689
Remote Similarity	0.5779	NPC108011
Remote Similarity	0.5778	NPC63157
Remote Similarity	0.5778	NPC473868
Remote Similarity	0.5775	NPC476464
Remote Similarity	0.5775	NPC469785
Remote Similarity	0.5773	NPC477611
Remote Similarity	0.5765	NPC59269
Remote Similarity	0.5765	NPC248454
Remote Similarity	0.5765	NPC240088
Remote Similarity	0.5765	NPC473380
Remote Similarity	0.5763	NPC218268
Remote Similarity	0.5758	NPC307191
Remote Similarity	0.5754	NPC88097
Remote Similarity	0.5753	NPC141926
Remote Similarity	0.5749	NPC11863
Remote Similarity	0.5743	NPC472289
Remote Similarity	0.574	NPC56856
Remote Similarity	0.5738	NPC316069
Remote Similarity	0.5731	NPC69277
Remote Similarity	0.5729	NPC49954
Remote Similarity	0.5729	NPC474561
Remote Similarity	0.5729	NPC54988
Remote Similarity	0.5729	NPC160105
Remote Similarity	0.5722	NPC34844
Remote Similarity	0.5722	NPC2949
Remote Similarity	0.5714	NPC300238
Remote Similarity	0.5714	NPC256893
Remote Similarity	0.5714	NPC471322
Remote Similarity	0.5707	NPC311276
Remote Similarity	0.5705	NPC83987
Remote Similarity	0.5698	NPC104049
Remote Similarity	0.5691	NPC51054
Remote Similarity	0.5689	NPC91958
Remote Similarity	0.5684	NPC131718
Remote Similarity	0.5683	NPC470440
Remote Similarity	0.5677	NPC274229
Remote Similarity	0.5677	NPC213774
Remote Similarity	0.5676	NPC282531
Remote Similarity	0.5676	NPC37548
Remote Similarity	0.567	NPC91895
Remote Similarity	0.567	NPC194411
Remote Similarity	0.5667	NPC312092
Remote Similarity	0.5663	NPC148140
Remote Similarity	0.5663	NPC280297
Remote Similarity	0.5662	NPC267811
Remote Similarity	0.565	NPC130570
Remote Similarity	0.565	NPC163055
Remote Similarity	0.5641	NPC201634
Remote Similarity	0.5641	NPC470498
Remote Similarity	0.5641	NPC82331
Remote Similarity	0.5635	NPC280852
Remote Similarity	0.5632	NPC293487
Remote Similarity	0.5632	NPC230869
Remote Similarity	0.5629	NPC81561
Remote Similarity	0.5628	NPC314281
Remote Similarity	0.5628	NPC242556
Remote Similarity	0.5628	NPC40530

Drug Structure

NPD1601 OpenBabel08211701082D 25 27 0 0 0 0 0 0 0 0999 V2000 -1.2589 -4.5019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4668 -3.5238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3078 -4.8109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7236 -2.8546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4353 -4.1418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2274 -3.1637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 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 -4.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 -2.7024 0.0000 N 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 0.9706 -2.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 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 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 13 2 0 0 0 0 5 13 1 0 0 0 0 6 8 1 0 0 0 0 6 12 2 0 0 0 0 7 9 2 0 0 0 0 7 12 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 10 15 2 0 0 0 0 11 17 2 0 0 0 0 12 16 1 0 0 0 0 13 19 1 0 0 0 0 14 22 1 0 0 0 0 15 18 1 0 0 0 0 15 19 1 0 0 0 0 16 23 1 0 0 0 0 16 24 1 0 0 0 0 17 19 1 0 0 0 0 18 22 1 0 0 0 0 18 25 1 0 0 0 0 20 22 2 0 0 0 0 21 22 2 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB06729
ChEMBL	CHEMBL1109
IUPHAR/BPS
PharmaGKB	PA130231310
KEGG Drug	D01954
PubChem CID
ChEBI	77780
CAS Number	526-08-9

Drug Properties

Molecular Weight	314.08
ALogP	-1.6732
MLogP	2.34
XLogP	3.016
HDA	6
HBD	2
Rotatable Bonds	5
TPSA	97.87
RO5 Violation	0