NPASS drugs

Drug Information

Drug ID:	NPD2816
Drug Name:
Molecular Formula:	C18H17N3O4S
Canonical SMILES:	COc1ccc(cc1)S(=O)(=O)Nc1cccnc1Nc1ccc(cc1)O
Standard InCHI:	InChI=1S/C18H17N3O4S/c1-25-15-8-10-16(11-9-15)26(23,24)21-17-3-2-12-19-18(17)20-13-4-6-14(22)7-5-13/h2-12,21-22H,1H3,(H,19,20)
Standard InCHIKey:	URCVCIZFVQDVPM-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2816

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	453
0.1-0.2	8689
0.2-0.3	5118
0.3-0.4	11594
0.4-0.5	3200
0.5-0.6	1584
0.6-0.7	241
0.7-0.8	11
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	0.725	NPC161887
Intermediate Similarity	0.7155	NPC316756
Intermediate Similarity	0.7087	NPC134079
Intermediate Similarity	0.7079	NPC219963
Intermediate Similarity	0.7079	NPC266551
Intermediate Similarity	0.7073	NPC206251
Intermediate Similarity	0.7073	NPC74382
Intermediate Similarity	0.7071	NPC14651
Intermediate Similarity	0.7071	NPC121658
Intermediate Similarity	0.702	NPC476518
Intermediate Similarity	0.7018	NPC242923
Remote Similarity	0.6986	NPC471603
Remote Similarity	0.6888	NPC25899
Remote Similarity	0.6875	NPC224327
Remote Similarity	0.6866	NPC111624
Remote Similarity	0.6802	NPC285635
Remote Similarity	0.68	NPC193267
Remote Similarity	0.68	NPC213530
Remote Similarity	0.6791	NPC315957
Remote Similarity	0.6791	NPC176538
Remote Similarity	0.6768	NPC48192
Remote Similarity	0.6754	NPC130570
Remote Similarity	0.6751	NPC39092
Remote Similarity	0.6745	NPC226202
Remote Similarity	0.6731	NPC20249
Remote Similarity	0.6726	NPC266931
Remote Similarity	0.6697	NPC223427
Remote Similarity	0.6667	NPC307963
Remote Similarity	0.6667	NPC475070
Remote Similarity	0.665	NPC258773
Remote Similarity	0.6636	NPC19872
Remote Similarity	0.662	NPC324149
Remote Similarity	0.661	NPC295228
Remote Similarity	0.6592	NPC5145
Remote Similarity	0.6591	NPC118832
Remote Similarity	0.6591	NPC47059
Remote Similarity	0.6591	NPC264166
Remote Similarity	0.6591	NPC274291
Remote Similarity	0.6591	NPC165349
Remote Similarity	0.6591	NPC329708
Remote Similarity	0.6579	NPC308906
Remote Similarity	0.6577	NPC476465
Remote Similarity	0.6557	NPC110741
Remote Similarity	0.6548	NPC36168
Remote Similarity	0.6542	NPC195268
Remote Similarity	0.6542	NPC133140
Remote Similarity	0.653	NPC232727
Remote Similarity	0.6528	NPC251090
Remote Similarity	0.6526	NPC76748
Remote Similarity	0.6522	NPC310118
Remote Similarity	0.6518	NPC123976
Remote Similarity	0.6518	NPC167860
Remote Similarity	0.6514	NPC187558
Remote Similarity	0.6512	NPC84853
Remote Similarity	0.6511	NPC160666
Remote Similarity	0.6498	NPC267928
Remote Similarity	0.6495	NPC92111
Remote Similarity	0.6489	NPC208284
Remote Similarity	0.6484	NPC121772
Remote Similarity	0.6479	NPC296527
Remote Similarity	0.6465	NPC99666
Remote Similarity	0.646	NPC202605
Remote Similarity	0.646	NPC112206
Remote Similarity	0.6459	NPC168486
Remote Similarity	0.6459	NPC222592
Remote Similarity	0.6453	NPC471178
Remote Similarity	0.6453	NPC110151
Remote Similarity	0.6447	NPC8022
Remote Similarity	0.6447	NPC470799
Remote Similarity	0.6441	NPC285558
Remote Similarity	0.6441	NPC470500
Remote Similarity	0.6436	NPC471177
Remote Similarity	0.6436	NPC177404
Remote Similarity	0.6436	NPC59779
Remote Similarity	0.6436	NPC124542
Remote Similarity	0.6429	NPC82548
Remote Similarity	0.6406	NPC280638
Remote Similarity	0.6405	NPC295452
Remote Similarity	0.6405	NPC171393
Remote Similarity	0.6396	NPC245816
Remote Similarity	0.6396	NPC476138
Remote Similarity	0.6391	NPC197141
Remote Similarity	0.639	NPC1527
Remote Similarity	0.6379	NPC477795
Remote Similarity	0.6379	NPC60621
Remote Similarity	0.6379	NPC477806
Remote Similarity	0.6379	NPC477805
Remote Similarity	0.6379	NPC477796
Remote Similarity	0.6378	NPC220523
Remote Similarity	0.6364	NPC4071
Remote Similarity	0.6364	NPC476582
Remote Similarity	0.6364	NPC250178
Remote Similarity	0.6364	NPC476578
Remote Similarity	0.6356	NPC56271
Remote Similarity	0.6356	NPC477111
Remote Similarity	0.6352	NPC470504
Remote Similarity	0.6351	NPC118776
Remote Similarity	0.6351	NPC144114
Remote Similarity	0.635	NPC120070
Remote Similarity	0.6348	NPC476041
Remote Similarity	0.6348	NPC304926
Remote Similarity	0.634	NPC103687
Remote Similarity	0.634	NPC132631
Remote Similarity	0.6338	NPC314002
Remote Similarity	0.6335	NPC150447
Remote Similarity	0.6326	NPC472289
Remote Similarity	0.6322	NPC471614
Remote Similarity	0.6316	NPC316981
Remote Similarity	0.6316	NPC26679
Remote Similarity	0.6314	NPC187145
Remote Similarity	0.6308	NPC171171
Remote Similarity	0.6306	NPC469308
Remote Similarity	0.63	NPC11464
Remote Similarity	0.63	NPC113369
Remote Similarity	0.6295	NPC476581
Remote Similarity	0.6295	NPC36229
Remote Similarity	0.6295	NPC16452
Remote Similarity	0.6291	NPC204717
Remote Similarity	0.629	NPC18487
Remote Similarity	0.6287	NPC26850
Remote Similarity	0.6287	NPC314954
Remote Similarity	0.6284	NPC289786
Remote Similarity	0.6283	NPC287208
Remote Similarity	0.6282	NPC280272
Remote Similarity	0.628	NPC164664
Remote Similarity	0.6274	NPC477891
Remote Similarity	0.6273	NPC77555
Remote Similarity	0.6256	NPC174672
Remote Similarity	0.6256	NPC185782
Remote Similarity	0.625	NPC475774
Remote Similarity	0.6244	NPC220765
Remote Similarity	0.6239	NPC193238
Remote Similarity	0.6237	NPC151489
Remote Similarity	0.622	NPC208060
Remote Similarity	0.6216	NPC476167
Remote Similarity	0.6214	NPC30540
Remote Similarity	0.6211	NPC174421
Remote Similarity	0.6209	NPC184964
Remote Similarity	0.6208	NPC469554
Remote Similarity	0.6208	NPC101543
Remote Similarity	0.6205	NPC211813
Remote Similarity	0.6197	NPC174049
Remote Similarity	0.6195	NPC79911
Remote Similarity	0.6195	NPC477113
Remote Similarity	0.6195	NPC472111
Remote Similarity	0.6188	NPC477019
Remote Similarity	0.6185	NPC472067
Remote Similarity	0.6185	NPC472066
Remote Similarity	0.6185	NPC472031
Remote Similarity	0.6184	NPC174758
Remote Similarity	0.618	NPC473822
Remote Similarity	0.6176	NPC157931
Remote Similarity	0.6172	NPC105758
Remote Similarity	0.6172	NPC476686
Remote Similarity	0.6172	NPC476688
Remote Similarity	0.6171	NPC192315
Remote Similarity	0.617	NPC473317
Remote Similarity	0.6167	NPC313189
Remote Similarity	0.6165	NPC473057
Remote Similarity	0.6161	NPC31930
Remote Similarity	0.616	NPC125597
Remote Similarity	0.6158	NPC315257
Remote Similarity	0.6157	NPC290689
Remote Similarity	0.6154	NPC278874
Remote Similarity	0.6154	NPC13880
Remote Similarity	0.6154	NPC473053
Remote Similarity	0.6154	NPC242209
Remote Similarity	0.6147	NPC469592
Remote Similarity	0.6147	NPC471080
Remote Similarity	0.6147	NPC476287
Remote Similarity	0.6146	NPC120798
Remote Similarity	0.6145	NPC63971
Remote Similarity	0.6145	NPC91868
Remote Similarity	0.6144	NPC122463
Remote Similarity	0.6143	NPC287437
Remote Similarity	0.6139	NPC26872
Remote Similarity	0.6134	NPC60006
Remote Similarity	0.6132	NPC283152
Remote Similarity	0.6129	NPC66083
Remote Similarity	0.6127	NPC469897
Remote Similarity	0.6126	NPC224928
Remote Similarity	0.6126	NPC156704
Remote Similarity	0.6123	NPC471736
Remote Similarity	0.6122	NPC318935
Remote Similarity	0.6116	NPC234197
Remote Similarity	0.6116	NPC329793
Remote Similarity	0.6116	NPC249040
Remote Similarity	0.6114	NPC312872
Remote Similarity	0.6111	NPC469594
Remote Similarity	0.6104	NPC53069
Remote Similarity	0.6104	NPC472068
Remote Similarity	0.6104	NPC296482
Remote Similarity	0.6104	NPC202768
Remote Similarity	0.61	NPC21461
Remote Similarity	0.6094	NPC477110
Remote Similarity	0.6094	NPC170114
Remote Similarity	0.6093	NPC176127
Remote Similarity	0.6092	NPC245348
Remote Similarity	0.6091	NPC24802
Remote Similarity	0.6085	NPC473432

Drug Structure

NPD2816 OpenBabel08211702552D 29 31 0 0 0 0 0 0 0 0999 V2000 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 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 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 -0.0000 0.0000 O 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 -4.0000 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 -2.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 3 2 0 0 0 0 2 12 1 0 0 0 0 3 17 1 0 0 0 0 4 6 1 0 0 0 0 4 13 2 0 0 0 0 5 7 2 0 0 0 0 5 13 1 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 10 1 0 0 0 0 8 15 2 0 0 0 0 9 11 2 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 11 16 1 0 0 0 0 12 19 2 0 0 0 0 13 20 1 0 0 0 0 14 22 1 0 0 0 0 15 25 1 0 0 0 0 16 26 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 20 27 1 0 0 0 0 21 26 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 23 26 2 0 0 0 0 24 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC014662
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3035714
ChEBI
CAS Number

Drug Properties

Molecular Weight	371.09
ALogP	-1.869
MLogP	2.56
XLogP	2.991
HDA	5
HBD	3
Rotatable Bonds	8
TPSA	108.93
RO5 Violation	0