NPASS drugs

Drug Information

Drug ID:	NPD3241
Drug Name:	Sivifene
Molecular Formula:	C19H14N4O6
Canonical SMILES:	Oc1ccc(cc1)C(=NNc1ccc(cc1N(=O)=O)N(=O)=O)c1ccc(cc1)O
Standard InCHI:	InChI=1S/C19H14N4O6/c24-15-6-1-12(2-7-15)19(13-3-8-16(25)9-4-13)21-20-17-10-5-14(22(26)27)11-18(17)23(28)29/h1-11,20,24-25H
Standard InCHIKey:	YOQPCWIXYUNEET-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3241

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	316
0.1-0.2	2277
0.2-0.3	10470
0.3-0.4	3645
0.4-0.5	12127
0.5-0.6	2004
0.6-0.7	50
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	0.7342	NPC475707
Remote Similarity	0.6629	NPC477889
Remote Similarity	0.6573	NPC133470
Remote Similarity	0.6573	NPC191863
Remote Similarity	0.6573	NPC289776
Remote Similarity	0.6566	NPC126637
Remote Similarity	0.6538	NPC321869
Remote Similarity	0.6497	NPC111492
Remote Similarity	0.6461	NPC103250
Remote Similarity	0.6436	NPC471785
Remote Similarity	0.64	NPC44836
Remote Similarity	0.64	NPC37584
Remote Similarity	0.6387	NPC222982
Remote Similarity	0.6358	NPC153690
Remote Similarity	0.6353	NPC314113
Remote Similarity	0.6316	NPC470090
Remote Similarity	0.6306	NPC38458
Remote Similarity	0.6306	NPC311737
Remote Similarity	0.6287	NPC91615
Remote Similarity	0.625	NPC317872
Remote Similarity	0.6242	NPC82963
Remote Similarity	0.6226	NPC283760
Remote Similarity	0.6216	NPC477888
Remote Similarity	0.6213	NPC122542
Remote Similarity	0.6178	NPC469831
Remote Similarity	0.6162	NPC472193
Remote Similarity	0.6146	NPC469829
Remote Similarity	0.6144	NPC24101
Remote Similarity	0.6144	NPC96224
Remote Similarity	0.614	NPC469828
Remote Similarity	0.6139	NPC147957
Remote Similarity	0.6095	NPC184437
Remote Similarity	0.6089	NPC184161
Remote Similarity	0.6082	NPC166667
Remote Similarity	0.6081	NPC107619
Remote Similarity	0.6077	NPC10730
Remote Similarity	0.6077	NPC10875
Remote Similarity	0.6076	NPC317254
Remote Similarity	0.6075	NPC44161
Remote Similarity	0.6071	NPC313466
Remote Similarity	0.6071	NPC326966
Remote Similarity	0.6051	NPC469830
Remote Similarity	0.6048	NPC325651
Remote Similarity	0.6047	NPC181527
Remote Similarity	0.6023	NPC159589
Remote Similarity	0.6012	NPC474091
Remote Similarity	0.601	NPC324149
Remote Similarity	0.6	NPC70201
Remote Similarity	0.6	NPC267237
Remote Similarity	0.6	NPC314573
Remote Similarity	0.6	NPC159319
Remote Similarity	0.5978	NPC235628
Remote Similarity	0.5976	NPC475735
Remote Similarity	0.5974	NPC76327
Remote Similarity	0.5966	NPC477890
Remote Similarity	0.5962	NPC474149
Remote Similarity	0.5962	NPC329358
Remote Similarity	0.5959	NPC144114
Remote Similarity	0.5957	NPC288430
Remote Similarity	0.5955	NPC254798
Remote Similarity	0.5952	NPC271808
Remote Similarity	0.5951	NPC284078
Remote Similarity	0.5949	NPC322735
Remote Similarity	0.5947	NPC95898
Remote Similarity	0.5946	NPC47298
Remote Similarity	0.5946	NPC315214
Remote Similarity	0.5941	NPC244866
Remote Similarity	0.5933	NPC125732
Remote Similarity	0.5928	NPC215747
Remote Similarity	0.5928	NPC192939
Remote Similarity	0.5926	NPC43275
Remote Similarity	0.5926	NPC268572
Remote Similarity	0.5921	NPC311660
Remote Similarity	0.5916	NPC473432
Remote Similarity	0.5914	NPC32028
Remote Similarity	0.5912	NPC329190
Remote Similarity	0.5912	NPC118202
Remote Similarity	0.5909	NPC231705
Remote Similarity	0.5899	NPC259678
Remote Similarity	0.5897	NPC172046
Remote Similarity	0.5897	NPC258056
Remote Similarity	0.5897	NPC255721
Remote Similarity	0.5896	NPC159722
Remote Similarity	0.5895	NPC474409
Remote Similarity	0.5894	NPC29601
Remote Similarity	0.5893	NPC197680
Remote Similarity	0.5893	NPC259098
Remote Similarity	0.5892	NPC306366
Remote Similarity	0.589	NPC41801
Remote Similarity	0.589	NPC252817
Remote Similarity	0.5889	NPC288445
Remote Similarity	0.5882	NPC256838
Remote Similarity	0.5879	NPC475411
Remote Similarity	0.5878	NPC151715
Remote Similarity	0.5876	NPC260118
Remote Similarity	0.5873	NPC126481
Remote Similarity	0.5871	NPC142297
Remote Similarity	0.5867	NPC94943
Remote Similarity	0.5867	NPC28425
Remote Similarity	0.5864	NPC122009
Remote Similarity	0.5862	NPC214988
Remote Similarity	0.586	NPC9336
Remote Similarity	0.5856	NPC40209
Remote Similarity	0.5856	NPC322283
Remote Similarity	0.5855	NPC72980
Remote Similarity	0.585	NPC99666
Remote Similarity	0.585	NPC45040
Remote Similarity	0.5849	NPC309808
Remote Similarity	0.5846	NPC212535
Remote Similarity	0.5846	NPC311936
Remote Similarity	0.5843	NPC119569
Remote Similarity	0.5839	NPC26244
Remote Similarity	0.5838	NPC291359
Remote Similarity	0.5833	NPC471743
Remote Similarity	0.5829	NPC47986
Remote Similarity	0.5829	NPC204156
Remote Similarity	0.5825	NPC265383
Remote Similarity	0.5824	NPC475432
Remote Similarity	0.5822	NPC184225
Remote Similarity	0.5819	NPC60553
Remote Similarity	0.5817	NPC178902
Remote Similarity	0.5816	NPC119579
Remote Similarity	0.5816	NPC190007
Remote Similarity	0.5813	NPC205652
Remote Similarity	0.5812	NPC259545
Remote Similarity	0.5802	NPC294620
Remote Similarity	0.5802	NPC283468
Remote Similarity	0.5801	NPC144691
Remote Similarity	0.58	NPC473388
Remote Similarity	0.5799	NPC101372
Remote Similarity	0.5798	NPC471178
Remote Similarity	0.5798	NPC204179
Remote Similarity	0.5797	NPC223427
Remote Similarity	0.5796	NPC290566
Remote Similarity	0.5796	NPC145638
Remote Similarity	0.5795	NPC168861
Remote Similarity	0.5795	NPC323123
Remote Similarity	0.5789	NPC257354
Remote Similarity	0.5787	NPC473804
Remote Similarity	0.5776	NPC37302
Remote Similarity	0.5775	NPC124542
Remote Similarity	0.5775	NPC72291
Remote Similarity	0.5775	NPC471177
Remote Similarity	0.5775	NPC59779
Remote Similarity	0.5774	NPC476249
Remote Similarity	0.5773	NPC88363
Remote Similarity	0.5772	NPC128062
Remote Similarity	0.5769	NPC470500
Remote Similarity	0.5764	NPC470023
Remote Similarity	0.5762	NPC315921
Remote Similarity	0.5752	NPC40258
Remote Similarity	0.5752	NPC91461
Remote Similarity	0.5752	NPC7686
Remote Similarity	0.5751	NPC168153
Remote Similarity	0.575	NPC112676
Remote Similarity	0.5739	NPC219233
Remote Similarity	0.5739	NPC211468
Remote Similarity	0.5739	NPC314252
Remote Similarity	0.5739	NPC170170
Remote Similarity	0.5735	NPC471561
Remote Similarity	0.5735	NPC470021
Remote Similarity	0.5733	NPC274678
Remote Similarity	0.5729	NPC219170
Remote Similarity	0.5729	NPC180253
Remote Similarity	0.5724	NPC216468
Remote Similarity	0.5724	NPC78119
Remote Similarity	0.5724	NPC51333
Remote Similarity	0.5724	NPC132078
Remote Similarity	0.5723	NPC280382
Remote Similarity	0.5723	NPC27581
Remote Similarity	0.5722	NPC231862
Remote Similarity	0.5722	NPC474902
Remote Similarity	0.5721	NPC471531
Remote Similarity	0.5714	NPC68055
Remote Similarity	0.5714	NPC470550
Remote Similarity	0.5714	NPC325013
Remote Similarity	0.5714	NPC135784
Remote Similarity	0.5708	NPC85273
Remote Similarity	0.5707	NPC36168
Remote Similarity	0.5707	NPC313886
Remote Similarity	0.5706	NPC323948
Remote Similarity	0.5705	NPC271274
Remote Similarity	0.5699	NPC26850
Remote Similarity	0.5699	NPC473738
Remote Similarity	0.5698	NPC476685
Remote Similarity	0.5698	NPC476689
Remote Similarity	0.5698	NPC476687
Remote Similarity	0.5698	NPC275538
Remote Similarity	0.5695	NPC132271
Remote Similarity	0.5695	NPC82664
Remote Similarity	0.5695	NPC216520
Remote Similarity	0.5695	NPC292730
Remote Similarity	0.5692	NPC232340
Remote Similarity	0.5691	NPC177404
Remote Similarity	0.5691	NPC475983
Remote Similarity	0.5691	NPC57105
Remote Similarity	0.5691	NPC245974
Remote Similarity	0.569	NPC120114
Remote Similarity	0.569	NPC71888
Remote Similarity	0.5689	NPC471314

Drug Structure

NPD3241 OpenBabel08211703112D 32 34 0 0 0 0 0 0 0 0999 V2000 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 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 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 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 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 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 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 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 6.9282 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 1 12 2 0 0 0 0 2 7 2 0 0 0 0 2 12 1 0 0 0 0 3 8 1 0 0 0 0 3 13 2 0 0 0 0 4 9 2 0 0 0 0 4 13 1 0 0 0 0 5 10 2 0 0 0 0 5 14 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 17 1 0 0 0 0 11 14 2 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 13 19 1 0 0 0 0 14 22 1 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 17 18 2 0 0 0 0 17 20 1 0 0 0 0 18 23 1 0 0 0 0 19 21 2 0 0 0 0 20 21 1 0 0 0 0 20 30 1 0 0 0 0 22 26 2 0 0 0 0 22 27 2 0 0 0 0 23 28 2 0 0 0 0 23 29 2 0 0 0 0 24 31 1 0 0 0 0 25 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007237
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	394.09
ALogP	-0.1264
MLogP	2.45
XLogP	6.506
HDA	2
HBD	3
Rotatable Bonds	10
TPSA	151.13
RO5 Violation	1