NPASS drugs

Drug Information

Drug ID:	NPD6230
Drug Name:	taprizosin
Molecular Formula:	C25H26N6O4S
Canonical SMILES:	COc1cc2nc([nH]c(=N)c2c(c1OC)c1ccccn1)N1CCc2c(C1)cccc2NS(=O)(=O)C
Standard InCHI:	InChI=1S/C25H26N6O4S/c1-34-20-13-19-22(21(23(20)35-2)18-8-4-5-11-27-18)24(26)29-25(28-19)31-12-10-16-15(14-31)7-6-9-17(16)30-36(3,32)33/h4-9,11,13,30H,10,12,14H2,1-3H3,(H2,26,28,29)
Standard InCHIKey:	OLYXPBZBZBVRGD-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6230

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	584
0.1-0.2	4509
0.2-0.3	8517
0.3-0.4	7532
0.4-0.5	6680
0.5-0.6	2231
0.6-0.7	696
0.7-0.8	128
0.8-0.85	13
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	0.8333	NPC476581
Intermediate Similarity	0.8333	NPC36229
Intermediate Similarity	0.8333	NPC16452
Intermediate Similarity	0.8194	NPC31930
Intermediate Similarity	0.8102	NPC4071
Intermediate Similarity	0.8102	NPC476578
Intermediate Similarity	0.8102	NPC476582
Intermediate Similarity	0.8072	NPC53069
Intermediate Similarity	0.8072	NPC202605
Intermediate Similarity	0.8072	NPC112206
Intermediate Similarity	0.8072	NPC296482
Intermediate Similarity	0.8072	NPC202768
Intermediate Similarity	0.8036	NPC162530
Intermediate Similarity	0.7911	NPC96405
Intermediate Similarity	0.7911	NPC171409
Intermediate Similarity	0.7907	NPC195268
Intermediate Similarity	0.7907	NPC133140
Intermediate Similarity	0.7851	NPC473513
Intermediate Similarity	0.7848	NPC313189
Intermediate Similarity	0.7822	NPC290689
Intermediate Similarity	0.7817	NPC100079
Intermediate Similarity	0.7817	NPC23614
Intermediate Similarity	0.7773	NPC295228
Intermediate Similarity	0.7763	NPC235076
Intermediate Similarity	0.7758	NPC285558
Intermediate Similarity	0.7755	NPC56271
Intermediate Similarity	0.7739	NPC173080
Intermediate Similarity	0.7706	NPC46451
Intermediate Similarity	0.7689	NPC135549
Intermediate Similarity	0.766	NPC214980
Intermediate Similarity	0.7658	NPC234197
Intermediate Similarity	0.7642	NPC266931
Intermediate Similarity	0.7642	NPC149471
Intermediate Similarity	0.7642	NPC271215
Intermediate Similarity	0.7607	NPC280272
Intermediate Similarity	0.7598	NPC316981
Intermediate Similarity	0.7598	NPC251160
Intermediate Similarity	0.7588	NPC188420
Intermediate Similarity	0.7578	NPC315957
Intermediate Similarity	0.7578	NPC477019
Intermediate Similarity	0.7555	NPC208284
Intermediate Similarity	0.7532	NPC118121
Intermediate Similarity	0.7531	NPC201508
Intermediate Similarity	0.753	NPC270515
Intermediate Similarity	0.7511	NPC123976
Intermediate Similarity	0.7511	NPC167860
Intermediate Similarity	0.7424	NPC476465
Intermediate Similarity	0.7404	NPC213530
Intermediate Similarity	0.7404	NPC193267
Intermediate Similarity	0.7397	NPC96584
Intermediate Similarity	0.7397	NPC255800
Intermediate Similarity	0.7391	NPC201697
Intermediate Similarity	0.7384	NPC122463
Intermediate Similarity	0.7383	NPC132385
Intermediate Similarity	0.7381	NPC303374
Intermediate Similarity	0.7362	NPC473822
Intermediate Similarity	0.7362	NPC204446
Intermediate Similarity	0.736	NPC472067
Intermediate Similarity	0.736	NPC472031
Intermediate Similarity	0.736	NPC472066
Intermediate Similarity	0.735	NPC170114
Intermediate Similarity	0.7347	NPC30540
Intermediate Similarity	0.7313	NPC232727
Intermediate Similarity	0.7308	NPC470549
Intermediate Similarity	0.7304	NPC193777
Intermediate Similarity	0.7301	NPC287437
Intermediate Similarity	0.73	NPC174049
Intermediate Similarity	0.7297	NPC92111
Intermediate Similarity	0.7281	NPC199277
Intermediate Similarity	0.7281	NPC135887
Intermediate Similarity	0.728	NPC472068
Intermediate Similarity	0.7273	NPC18348
Intermediate Similarity	0.7269	NPC176538
Intermediate Similarity	0.7265	NPC236668
Intermediate Similarity	0.7257	NPC17565
Intermediate Similarity	0.7256	NPC312872
Intermediate Similarity	0.7252	NPC76748
Intermediate Similarity	0.7249	NPC162484
Intermediate Similarity	0.7238	NPC210434
Intermediate Similarity	0.7234	NPC146976
Intermediate Similarity	0.7232	NPC307963
Intermediate Similarity	0.7222	NPC48353
Intermediate Similarity	0.7207	NPC296527
Intermediate Similarity	0.7202	NPC24019
Intermediate Similarity	0.72	NPC131017
Intermediate Similarity	0.7193	NPC329793
Intermediate Similarity	0.7193	NPC329747
Intermediate Similarity	0.7186	NPC323345
Intermediate Similarity	0.7186	NPC470164
Intermediate Similarity	0.7177	NPC41501
Intermediate Similarity	0.7168	NPC13880
Intermediate Similarity	0.7167	NPC174672
Intermediate Similarity	0.7167	NPC174758
Intermediate Similarity	0.716	NPC471762
Intermediate Similarity	0.716	NPC314954
Intermediate Similarity	0.716	NPC252251
Intermediate Similarity	0.7143	NPC329708
Intermediate Similarity	0.7143	NPC118832
Intermediate Similarity	0.7143	NPC165349
Intermediate Similarity	0.7143	NPC264166
Intermediate Similarity	0.7143	NPC274291
Intermediate Similarity	0.7143	NPC47059
Intermediate Similarity	0.7137	NPC11464
Intermediate Similarity	0.7137	NPC65277
Intermediate Similarity	0.7137	NPC322482
Intermediate Similarity	0.7131	NPC469792
Intermediate Similarity	0.7124	NPC475910
Intermediate Similarity	0.7124	NPC82548
Intermediate Similarity	0.7119	NPC157931
Intermediate Similarity	0.7119	NPC478074
Intermediate Similarity	0.7118	NPC121772
Intermediate Similarity	0.7117	NPC204385
Intermediate Similarity	0.7104	NPC84478
Intermediate Similarity	0.7102	NPC477531
Intermediate Similarity	0.7097	NPC473183
Intermediate Similarity	0.7093	NPC251090
Intermediate Similarity	0.7093	NPC242209
Intermediate Similarity	0.708	NPC217554
Intermediate Similarity	0.7073	NPC469554
Intermediate Similarity	0.7064	NPC470020
Intermediate Similarity	0.7063	NPC284141
Intermediate Similarity	0.7061	NPC209174
Intermediate Similarity	0.7059	NPC176127
Intermediate Similarity	0.7054	NPC310118
Intermediate Similarity	0.7049	NPC110151
Intermediate Similarity	0.7046	NPC469592
Intermediate Similarity	0.7046	NPC471080
Intermediate Similarity	0.7045	NPC473182
Intermediate Similarity	0.7045	NPC22481
Intermediate Similarity	0.7031	NPC72211
Intermediate Similarity	0.702	NPC66777
Intermediate Similarity	0.7016	NPC90875
Intermediate Similarity	0.7016	NPC473184
Intermediate Similarity	0.7012	NPC477533
Intermediate Similarity	0.7008	NPC470018
Intermediate Similarity	0.7008	NPC200888
Intermediate Similarity	0.7004	NPC233334
Intermediate Similarity	0.7004	NPC101543
Intermediate Similarity	0.7004	NPC49547
Intermediate Similarity	0.7	NPC11408
Intermediate Similarity	0.7	NPC469594
Remote Similarity	0.6992	NPC278525
Remote Similarity	0.6988	NPC108342
Remote Similarity	0.6987	NPC274982
Remote Similarity	0.698	NPC74575
Remote Similarity	0.6976	NPC470889
Remote Similarity	0.6971	NPC308906
Remote Similarity	0.697	NPC11017
Remote Similarity	0.6966	NPC472111
Remote Similarity	0.6964	NPC475253
Remote Similarity	0.6962	NPC284685
Remote Similarity	0.696	NPC182907
Remote Similarity	0.696	NPC99666
Remote Similarity	0.696	NPC189903
Remote Similarity	0.6953	NPC223427
Remote Similarity	0.6949	NPC469589
Remote Similarity	0.6944	NPC477066
Remote Similarity	0.6943	NPC70259
Remote Similarity	0.694	NPC267423
Remote Similarity	0.6937	NPC206201
Remote Similarity	0.6932	NPC166722
Remote Similarity	0.6929	NPC208522
Remote Similarity	0.6926	NPC130570
Remote Similarity	0.6923	NPC475070
Remote Similarity	0.692	NPC471304
Remote Similarity	0.6917	NPC478082
Remote Similarity	0.6917	NPC478081
Remote Similarity	0.6917	NPC152768
Remote Similarity	0.6917	NPC477067
Remote Similarity	0.6917	NPC148183
Remote Similarity	0.6914	NPC60621
Remote Similarity	0.6913	NPC153042
Remote Similarity	0.6913	NPC243834
Remote Similarity	0.6913	NPC70956
Remote Similarity	0.6913	NPC224928
Remote Similarity	0.6911	NPC470126
Remote Similarity	0.6911	NPC473185
Remote Similarity	0.6907	NPC470931
Remote Similarity	0.6907	NPC477111
Remote Similarity	0.6906	NPC478009
Remote Similarity	0.6906	NPC478010
Remote Similarity	0.6903	NPC478012
Remote Similarity	0.6903	NPC478011
Remote Similarity	0.69	NPC205934
Remote Similarity	0.69	NPC43787
Remote Similarity	0.69	NPC326634
Remote Similarity	0.6888	NPC476041
Remote Similarity	0.6888	NPC304926
Remote Similarity	0.6883	NPC476997
Remote Similarity	0.688	NPC253675
Remote Similarity	0.688	NPC277351
Remote Similarity	0.6877	NPC314176
Remote Similarity	0.6875	NPC17437
Remote Similarity	0.6872	NPC472099
Remote Similarity	0.687	NPC194967
Remote Similarity	0.687	NPC227908
Remote Similarity	0.6868	NPC315467
Remote Similarity	0.6863	NPC81939
Remote Similarity	0.6862	NPC26679
Remote Similarity	0.6862	NPC264176

Drug Structure

NPD6230 OpenBabel08211709092D 39 43 0 0 0 0 0 0 0 0999 V2000 -8.6603 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -3.0000 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 -6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 -6.0622 -3.5000 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 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 -6.9282 -3.0000 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 -7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 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 -7.7942 -1.5000 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 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 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 -3.4641 0.0000 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 -8.6603 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -2.0000 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 -4.3301 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 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 34 1 0 0 0 0 2 35 1 0 0 0 0 3 36 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 11 1 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 15 1 0 0 0 0 8 18 2 0 0 0 0 9 17 2 0 0 0 0 10 12 1 0 0 0 0 10 16 1 0 0 0 0 11 27 2 0 0 0 0 12 31 1 0 0 0 0 13 19 2 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 31 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 17 30 1 0 0 0 0 18 21 1 0 0 0 0 18 27 1 0 0 0 0 19 22 1 0 0 0 0 19 28 1 0 0 0 0 20 23 2 0 0 0 0 20 34 1 0 0 0 0 21 22 2 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 23 35 1 0 0 0 0 24 26 2 0 0 0 0 24 29 1 0 0 0 0 25 28 2 0 0 0 0 25 29 1 0 0 0 0 25 31 1 0 0 0 0 26 37 1 0 0 0 0 29 38 1 0 0 0 0 30 36 1 0 0 0 0 30 39 1 0 0 0 0 32 36 2 0 0 0 0 33 36 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013145
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	506.17
ALogP	-1.0938
MLogP	3
XLogP	4.369
HDA	8
HBD	3
Rotatable Bonds	9
TPSA	137.38
RO5 Violation	0