NPASS drugs

Drug Information

Drug ID:	NPD4320
Drug Name:
Molecular Formula:	C21H16N6O2S2
Canonical SMILES:	Cc1ccc(cc1)S(=O)(=O)N=c1[nH]c2ccccc2nc1Nc1ccc2c(c1)nsn2
Standard InCHI:	InChI=1S/C21H16N6O2S2/c1-13-6-9-15(10-7-13)31(28,29)27-21-20(23-16-4-2-3-5-17(16)24-21)22-14-8-11-18-19(12-14)26-30-25-18/h2-12H,1H3,(H,22,23)(H,24,27)
Standard InCHIKey:	MQMKRQLTIWPEDM-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4320

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	743
0.1-0.2	9998
0.2-0.3	13736
0.3-0.4	3489
0.4-0.5	1968
0.5-0.6	874
0.6-0.7	82
0.7-0.8	0
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
Remote Similarity	0.6875	NPC316910
Remote Similarity	0.686	NPC114209
Remote Similarity	0.6805	NPC284635
Remote Similarity	0.6667	NPC469308
Remote Similarity	0.6648	NPC474791
Remote Similarity	0.6471	NPC66699
Remote Similarity	0.6416	NPC115611
Remote Similarity	0.6391	NPC473930
Remote Similarity	0.6389	NPC476219
Remote Similarity	0.6381	NPC173344
Remote Similarity	0.6379	NPC88121
Remote Similarity	0.6377	NPC124636
Remote Similarity	0.6374	NPC216159
Remote Similarity	0.6351	NPC149014
Remote Similarity	0.6346	NPC193370
Remote Similarity	0.6341	NPC175916
Remote Similarity	0.6339	NPC122141
Remote Similarity	0.6337	NPC125746
Remote Similarity	0.6331	NPC475450
Remote Similarity	0.6329	NPC147810
Remote Similarity	0.6313	NPC148592
Remote Similarity	0.6304	NPC225018
Remote Similarity	0.6304	NPC470203
Remote Similarity	0.6298	NPC476297
Remote Similarity	0.6291	NPC77022
Remote Similarity	0.6284	NPC475990
Remote Similarity	0.6272	NPC22079
Remote Similarity	0.6271	NPC204141
Remote Similarity	0.627	NPC317105
Remote Similarity	0.6263	NPC315715
Remote Similarity	0.6262	NPC216221
Remote Similarity	0.625	NPC470204
Remote Similarity	0.625	NPC88110
Remote Similarity	0.6243	NPC325903
Remote Similarity	0.6243	NPC314557
Remote Similarity	0.623	NPC469897
Remote Similarity	0.6228	NPC250361
Remote Similarity	0.6215	NPC242556
Remote Similarity	0.6213	NPC473587
Remote Similarity	0.6211	NPC297034
Remote Similarity	0.6188	NPC143156
Remote Similarity	0.6188	NPC288232
Remote Similarity	0.6182	NPC41174
Remote Similarity	0.6176	NPC475428
Remote Similarity	0.6171	NPC312092
Remote Similarity	0.6164	NPC314141
Remote Similarity	0.6164	NPC296163
Remote Similarity	0.6162	NPC229173
Remote Similarity	0.6158	NPC42483
Remote Similarity	0.6154	NPC9856
Remote Similarity	0.6154	NPC21429
Remote Similarity	0.6154	NPC473762
Remote Similarity	0.6145	NPC478186
Remote Similarity	0.614	NPC179365
Remote Similarity	0.6131	NPC476140
Remote Similarity	0.6127	NPC198988
Remote Similarity	0.6111	NPC192209
Remote Similarity	0.6111	NPC313449
Remote Similarity	0.6111	NPC179787
Remote Similarity	0.6111	NPC201380
Remote Similarity	0.6108	NPC221786
Remote Similarity	0.6108	NPC474880
Remote Similarity	0.6108	NPC300238
Remote Similarity	0.61	NPC272458
Remote Similarity	0.6094	NPC280852
Remote Similarity	0.6092	NPC325252
Remote Similarity	0.608	NPC88097
Remote Similarity	0.6077	NPC321911
Remote Similarity	0.6077	NPC124005
Remote Similarity	0.6077	NPC37548
Remote Similarity	0.6067	NPC20144
Remote Similarity	0.6066	NPC161108
Remote Similarity	0.6056	NPC143872
Remote Similarity	0.6056	NPC63545
Remote Similarity	0.6054	NPC299594
Remote Similarity	0.6045	NPC59084
Remote Similarity	0.6042	NPC317054
Remote Similarity	0.6022	NPC469811
Remote Similarity	0.6022	NPC477134
Remote Similarity	0.6011	NPC473868
Remote Similarity	0.6011	NPC63157
Remote Similarity	0.6	NPC218268
Remote Similarity	0.5989	NPC288445
Remote Similarity	0.5978	NPC295021
Remote Similarity	0.5969	NPC474897
Remote Similarity	0.5968	NPC236711
Remote Similarity	0.596	NPC476341
Remote Similarity	0.5956	NPC53947
Remote Similarity	0.5955	NPC2949
Remote Similarity	0.5949	NPC164802
Remote Similarity	0.5946	NPC120070
Remote Similarity	0.5946	NPC38736
Remote Similarity	0.5946	NPC470507
Remote Similarity	0.5946	NPC471458
Remote Similarity	0.5939	NPC162689
Remote Similarity	0.5939	NPC54102
Remote Similarity	0.5934	NPC21605
Remote Similarity	0.5934	NPC470111
Remote Similarity	0.5926	NPC478182
Remote Similarity	0.5926	NPC478184
Remote Similarity	0.5926	NPC271734
Remote Similarity	0.5917	NPC122718
Remote Similarity	0.5914	NPC285469
Remote Similarity	0.5914	NPC184476
Remote Similarity	0.5912	NPC470440
Remote Similarity	0.5909	NPC108011
Remote Similarity	0.5907	NPC252572
Remote Similarity	0.5906	NPC328590
Remote Similarity	0.5902	NPC187951
Remote Similarity	0.5892	NPC232798
Remote Similarity	0.589	NPC317031
Remote Similarity	0.5889	NPC320863
Remote Similarity	0.5888	NPC307191
Remote Similarity	0.5885	NPC91895
Remote Similarity	0.5882	NPC216643
Remote Similarity	0.5879	NPC288838
Remote Similarity	0.5879	NPC129042
Remote Similarity	0.5879	NPC81561
Remote Similarity	0.5876	NPC471579
Remote Similarity	0.587	NPC33421
Remote Similarity	0.5866	NPC469761
Remote Similarity	0.5866	NPC469780
Remote Similarity	0.5866	NPC469783
Remote Similarity	0.5866	NPC469767
Remote Similarity	0.5866	NPC469768
Remote Similarity	0.5866	NPC469784
Remote Similarity	0.5866	NPC469779
Remote Similarity	0.5866	NPC238499
Remote Similarity	0.5851	NPC206819
Remote Similarity	0.5851	NPC318065
Remote Similarity	0.5849	NPC302790
Remote Similarity	0.5848	NPC469949
Remote Similarity	0.5842	NPC247987
Remote Similarity	0.5842	NPC231536
Remote Similarity	0.5842	NPC8104
Remote Similarity	0.5838	NPC470233
Remote Similarity	0.5833	NPC63751
Remote Similarity	0.5833	NPC277157
Remote Similarity	0.5833	NPC469766
Remote Similarity	0.582	NPC473320
Remote Similarity	0.5818	NPC148140
Remote Similarity	0.5816	NPC59269
Remote Similarity	0.5816	NPC248454
Remote Similarity	0.581	NPC2823
Remote Similarity	0.581	NPC73767
Remote Similarity	0.581	NPC110126
Remote Similarity	0.58	NPC308931
Remote Similarity	0.58	NPC15102
Remote Similarity	0.58	NPC99939
Remote Similarity	0.5789	NPC16667
Remote Similarity	0.5787	NPC105127
Remote Similarity	0.5787	NPC84911
Remote Similarity	0.5784	NPC40070
Remote Similarity	0.5779	NPC471609
Remote Similarity	0.5773	NPC82331
Remote Similarity	0.5773	NPC201634
Remote Similarity	0.5771	NPC101165
Remote Similarity	0.5767	NPC187036
Remote Similarity	0.5767	NPC135141
Remote Similarity	0.5767	NPC293487
Remote Similarity	0.5767	NPC41257
Remote Similarity	0.5767	NPC92796
Remote Similarity	0.5765	NPC474958
Remote Similarity	0.5764	NPC324091
Remote Similarity	0.5761	NPC471957
Remote Similarity	0.5759	NPC271797
Remote Similarity	0.5759	NPC21174
Remote Similarity	0.5758	NPC16659
Remote Similarity	0.5756	NPC476950
Remote Similarity	0.5755	NPC471191
Remote Similarity	0.5753	NPC470823
Remote Similarity	0.575	NPC467063
Remote Similarity	0.5741	NPC153980
Remote Similarity	0.5741	NPC6865
Remote Similarity	0.5738	NPC314372
Remote Similarity	0.5737	NPC215584
Remote Similarity	0.5737	NPC44773
Remote Similarity	0.573	NPC96102
Remote Similarity	0.573	NPC29886
Remote Similarity	0.573	NPC261195
Remote Similarity	0.5729	NPC195507
Remote Similarity	0.5729	NPC2165
Remote Similarity	0.5722	NPC104483
Remote Similarity	0.5722	NPC200214
Remote Similarity	0.5722	NPC471943
Remote Similarity	0.5722	NPC281094
Remote Similarity	0.5722	NPC194411
Remote Similarity	0.5714	NPC286427
Remote Similarity	0.5714	NPC477977
Remote Similarity	0.5714	NPC190296
Remote Similarity	0.5707	NPC265710
Remote Similarity	0.57	NPC117027
Remote Similarity	0.57	NPC163055
Remote Similarity	0.5699	NPC474561
Remote Similarity	0.5699	NPC478183
Remote Similarity	0.5699	NPC105818
Remote Similarity	0.5699	NPC49217
Remote Similarity	0.5699	NPC24678
Remote Similarity	0.5699	NPC49954
Remote Similarity	0.5698	NPC314102

Drug Structure

NPD4320 OpenBabel08211705262D 33 37 0 0 0 0 0 0 0 0999 V2000 -4.0000 -0.0000 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 4.3301 -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 3.4641 -1.0000 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 0.8660 -4.5000 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 0.8660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 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 0.0000 -4.0000 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 2.5981 -2.5000 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 0.0000 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -5.5000 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 0.0000 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -6.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -6.1691 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 -0.0000 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 -1.2024 -7.0827 0.0000 S 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 -0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 16 2 0 0 0 0 5 17 2 0 0 0 0 6 9 1 0 0 0 0 6 13 2 0 0 0 0 7 10 2 0 0 0 0 7 13 1 0 0 0 0 8 11 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 15 1 0 0 0 0 11 18 1 0 0 0 0 12 14 2 0 0 0 0 12 19 1 0 0 0 0 14 22 1 0 0 0 0 15 31 1 0 0 0 0 16 17 1 0 0 0 0 16 23 1 0 0 0 0 17 24 1 0 0 0 0 18 19 1 0 0 0 0 18 25 2 0 0 0 0 19 26 2 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 20 23 2 0 0 0 0 21 24 1 0 0 0 0 21 27 2 3 0 0 0 22 32 1 0 0 0 0 24 33 1 0 0 0 0 25 30 1 0 0 0 0 26 30 1 0 0 0 0 27 31 1 0 0 0 0 28 31 2 0 0 0 0 29 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002375; DCL000262
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	1893730
ChEBI
CAS Number

Drug Properties

Molecular Weight	448.08
ALogP	-0.792
MLogP	2.67
XLogP	6.468
HDA	8
HBD	2
Rotatable Bonds	5
TPSA	145.32
RO5 Violation	1