NPASS drugs

Drug Information

Drug ID:	NPD4303
Drug Name:
Molecular Formula:	C21H14Cl2N2O5S
Canonical SMILES:	Oc1ccc(c(c1)O)S(=O)(=O)Nc1cc(Cl)c(c(c1)Cl)Oc1cnc2c(c1)cccc2
Standard InCHI:	InChI=1S/C21H14Cl2N2O5S/c22-16-8-13(25-31(28,29)20-6-5-14(26)10-19(20)27)9-17(23)21(16)30-15-7-12-3-1-2-4-18(12)24-11-15/h1-11,25-27H
Standard InCHIKey:	QZBBRQGIEXQRFR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4303

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	590
0.1-0.2	6857
0.2-0.3	6566
0.3-0.4	9582
0.4-0.5	5457
0.5-0.6	1602
0.6-0.7	236
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	0.6807	NPC47059
Remote Similarity	0.6807	NPC118832
Remote Similarity	0.6807	NPC264166
Remote Similarity	0.6807	NPC165349
Remote Similarity	0.6807	NPC274291
Remote Similarity	0.6807	NPC329708
Remote Similarity	0.6735	NPC288349
Remote Similarity	0.6706	NPC24802
Remote Similarity	0.6653	NPC477111
Remote Similarity	0.6639	NPC477113
Remote Similarity	0.6639	NPC19872
Remote Similarity	0.6625	NPC475774
Remote Similarity	0.6613	NPC197141
Remote Similarity	0.6613	NPC473822
Remote Similarity	0.6599	NPC470799
Remote Similarity	0.6599	NPC8022
Remote Similarity	0.6588	NPC201508
Remote Similarity	0.6582	NPC267928
Remote Similarity	0.6578	NPC252590
Remote Similarity	0.656	NPC174049
Remote Similarity	0.6537	NPC96584
Remote Similarity	0.6537	NPC255800
Remote Similarity	0.6533	NPC473764
Remote Similarity	0.6533	NPC314940
Remote Similarity	0.6529	NPC470500
Remote Similarity	0.6524	NPC66083
Remote Similarity	0.652	NPC213530
Remote Similarity	0.652	NPC193267
Remote Similarity	0.6518	NPC266931
Remote Similarity	0.6509	NPC42591
Remote Similarity	0.6508	NPC122463
Remote Similarity	0.6491	NPC288943
Remote Similarity	0.6466	NPC477110
Remote Similarity	0.6463	NPC5145
Remote Similarity	0.6463	NPC283152
Remote Similarity	0.6456	NPC307963
Remote Similarity	0.6452	NPC476287
Remote Similarity	0.6445	NPC476997
Remote Similarity	0.6439	NPC470504
Remote Similarity	0.6434	NPC469554
Remote Similarity	0.6434	NPC101543
Remote Similarity	0.6423	NPC185782
Remote Similarity	0.642	NPC476998
Remote Similarity	0.642	NPC476138
Remote Similarity	0.642	NPC245816
Remote Similarity	0.642	NPC476996
Remote Similarity	0.6414	NPC324149
Remote Similarity	0.6414	NPC99666
Remote Similarity	0.6411	NPC26679
Remote Similarity	0.6402	NPC251090
Remote Similarity	0.6393	NPC285558
Remote Similarity	0.6391	NPC161801
Remote Similarity	0.6382	NPC287208
Remote Similarity	0.6381	NPC476994
Remote Similarity	0.6381	NPC56271
Remote Similarity	0.6381	NPC314954
Remote Similarity	0.6379	NPC161887
Remote Similarity	0.6377	NPC472434
Remote Similarity	0.6375	NPC224928
Remote Similarity	0.6374	NPC11408
Remote Similarity	0.6371	NPC208284
Remote Similarity	0.6364	NPC42979
Remote Similarity	0.6364	NPC132642
Remote Similarity	0.6364	NPC176538
Remote Similarity	0.6356	NPC296527
Remote Similarity	0.6348	NPC224764
Remote Similarity	0.6346	NPC180504
Remote Similarity	0.6341	NPC193238
Remote Similarity	0.6336	NPC222592
Remote Similarity	0.6336	NPC168486
Remote Similarity	0.6333	NPC473053
Remote Similarity	0.6329	NPC76748
Remote Similarity	0.6327	NPC137929
Remote Similarity	0.6327	NPC475070
Remote Similarity	0.6327	NPC164374
Remote Similarity	0.6326	NPC217554
Remote Similarity	0.6325	NPC62069
Remote Similarity	0.6323	NPC116701
Remote Similarity	0.6318	NPC289786
Remote Similarity	0.6318	NPC226202
Remote Similarity	0.6316	NPC208522
Remote Similarity	0.6316	NPC284141
Remote Similarity	0.6307	NPC77555
Remote Similarity	0.6305	NPC9482
Remote Similarity	0.6303	NPC92111
Remote Similarity	0.6298	NPC295228
Remote Similarity	0.6298	NPC314002
Remote Similarity	0.6296	NPC315957
Remote Similarity	0.6286	NPC469440
Remote Similarity	0.6286	NPC223427
Remote Similarity	0.6283	NPC118511
Remote Similarity	0.6282	NPC220765
Remote Similarity	0.6281	NPC192315
Remote Similarity	0.628	NPC94157
Remote Similarity	0.628	NPC202605
Remote Similarity	0.628	NPC112206
Remote Similarity	0.6279	NPC473185
Remote Similarity	0.6269	NPC300114
Remote Similarity	0.6265	NPC123976
Remote Similarity	0.6265	NPC167860
Remote Similarity	0.6265	NPC290689
Remote Similarity	0.6255	NPC476167
Remote Similarity	0.6255	NPC204717
Remote Similarity	0.625	NPC26850
Remote Similarity	0.625	NPC184964
Remote Similarity	0.6239	NPC266551
Remote Similarity	0.6239	NPC177404
Remote Similarity	0.6239	NPC219963
Remote Similarity	0.6235	NPC472111
Remote Similarity	0.6235	NPC304183
Remote Similarity	0.622	NPC204446
Remote Similarity	0.6212	NPC240384
Remote Similarity	0.6212	NPC476995
Remote Similarity	0.6211	NPC310118
Remote Similarity	0.6208	NPC133140
Remote Similarity	0.6208	NPC195268
Remote Similarity	0.6203	NPC61350
Remote Similarity	0.6203	NPC171171
Remote Similarity	0.619	NPC472435
Remote Similarity	0.6189	NPC476578
Remote Similarity	0.6189	NPC476582
Remote Similarity	0.6189	NPC4071
Remote Similarity	0.6187	NPC216612
Remote Similarity	0.6183	NPC279401
Remote Similarity	0.6183	NPC79293
Remote Similarity	0.6179	NPC66815
Remote Similarity	0.6163	NPC234197
Remote Similarity	0.616	NPC141053
Remote Similarity	0.616	NPC20249
Remote Similarity	0.6157	NPC173080
Remote Similarity	0.6154	NPC110151
Remote Similarity	0.6151	NPC316981
Remote Similarity	0.6145	NPC477112
Remote Similarity	0.6145	NPC258048
Remote Similarity	0.6139	NPC473449
Remote Similarity	0.6138	NPC232727
Remote Similarity	0.6136	NPC182222
Remote Similarity	0.6135	NPC11464
Remote Similarity	0.6134	NPC78609
Remote Similarity	0.6133	NPC473179
Remote Similarity	0.6129	NPC476581
Remote Similarity	0.6129	NPC36229
Remote Similarity	0.6129	NPC16452
Remote Similarity	0.6126	NPC162530
Remote Similarity	0.6125	NPC471593
Remote Similarity	0.6125	NPC134079
Remote Similarity	0.6124	NPC118121
Remote Similarity	0.6124	NPC470501
Remote Similarity	0.6123	NPC472436
Remote Similarity	0.6122	NPC128823
Remote Similarity	0.612	NPC82548
Remote Similarity	0.6118	NPC304926
Remote Similarity	0.6118	NPC476041
Remote Similarity	0.6115	NPC103687
Remote Similarity	0.6115	NPC470018
Remote Similarity	0.6115	NPC132631
Remote Similarity	0.6109	NPC46580
Remote Similarity	0.6109	NPC206251
Remote Similarity	0.6109	NPC74382
Remote Similarity	0.6107	NPC156704
Remote Similarity	0.6107	NPC469792
Remote Similarity	0.6105	NPC471614
Remote Similarity	0.6103	NPC26543
Remote Similarity	0.61	NPC469390
Remote Similarity	0.6098	NPC121772
Remote Similarity	0.6097	NPC15406
Remote Similarity	0.6094	NPC469594
Remote Similarity	0.6092	NPC74575
Remote Similarity	0.609	NPC473183
Remote Similarity	0.609	NPC15801
Remote Similarity	0.6087	NPC203168
Remote Similarity	0.6085	NPC470502
Remote Similarity	0.6084	NPC475253
Remote Similarity	0.6084	NPC476999
Remote Similarity	0.6083	NPC110741
Remote Similarity	0.6074	NPC141915
Remote Similarity	0.6074	NPC114335
Remote Similarity	0.6074	NPC280964
Remote Similarity	0.6073	NPC470586
Remote Similarity	0.6071	NPC188420
Remote Similarity	0.6071	NPC219664
Remote Similarity	0.607	NPC148409
Remote Similarity	0.6068	NPC203754
Remote Similarity	0.6068	NPC150048
Remote Similarity	0.6066	NPC13880
Remote Similarity	0.6062	NPC280272
Remote Similarity	0.6061	NPC44161
Remote Similarity	0.6061	NPC49547
Remote Similarity	0.6057	NPC287437
Remote Similarity	0.6057	NPC18487
Remote Similarity	0.6055	NPC469727
Remote Similarity	0.6054	NPC200888
Remote Similarity	0.6048	NPC475085
Remote Similarity	0.6048	NPC291535
Remote Similarity	0.6048	NPC475112
Remote Similarity	0.6048	NPC211813
Remote Similarity	0.6044	NPC26872
Remote Similarity	0.6043	NPC471178
Remote Similarity	0.6038	NPC470503
Remote Similarity	0.6036	NPC132385

Drug Structure

NPD4303 OpenBabel08211705262D 34 37 0 0 0 0 0 0 0 0999 V2000 -7.0000 -5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 -3.4641 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 -4.5000 -4.3301 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 -2.5000 -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 -4.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -4.3301 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 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -3.4641 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 -3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -3.4641 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 1.0000 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 -1.0000 -3.4641 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -1.7321 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -2.5981 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 -0.0000 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 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 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -3.4641 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 -1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 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 12 2 0 0 0 0 4 18 2 0 0 0 0 5 6 2 0 0 0 0 5 14 1 0 0 0 0 6 20 1 0 0 0 0 7 12 1 0 0 0 0 7 15 2 0 0 0 0 8 13 2 0 0 0 0 8 16 1 0 0 0 0 9 13 1 0 0 0 0 9 17 2 0 0 0 0 10 14 2 0 0 0 0 10 19 1 0 0 0 0 11 15 1 0 0 0 0 11 24 2 0 0 0 0 12 18 1 0 0 0 0 13 25 1 0 0 0 0 14 26 1 0 0 0 0 15 30 1 0 0 0 0 16 21 2 0 0 0 0 16 22 1 0 0 0 0 17 21 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 20 2 0 0 0 0 19 27 1 0 0 0 0 20 31 1 0 0 0 0 21 30 1 0 0 0 0 25 31 1 0 0 0 0 25 32 1 0 0 0 0 26 33 1 0 0 0 0 27 34 1 0 0 0 0 28 31 2 0 0 0 0 29 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002868
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56841575
ChEBI
CAS Number

Drug Properties

Molecular Weight	476.00
ALogP	-0.5226
MLogP	2.67
XLogP	4.846
HDA	4
HBD	3
Rotatable Bonds	9
TPSA	117.13
RO5 Violation	0