NPASS drugs

Drug Information

Drug ID:	NPD2056
Drug Name:	pifithrin compounds, Quark
Molecular Formula:	C16H18N2OS
Canonical SMILES:	Cc1ccc(cc1)C(=O)Cn1c(=N)sc2c1CCCC2
Standard InCHI:	InChI=1S/C16H18N2OS/c1-11-6-8-12(9-7-11)14(19)10-18-13-4-2-3-5-15(13)20-16(18)17/h6-9,17H,2-5,10H2,1H3
Standard InCHIKey:	OLTZHXYLLRJLST-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2056

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	156
0.1-0.2	1455
0.2-0.3	6603
0.3-0.4	13412
0.4-0.5	8032
0.5-0.6	1118
0.6-0.7	111
0.7-0.8	3
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	0.712	NPC167336
Intermediate Similarity	0.7	NPC291070
Intermediate Similarity	0.7	NPC246757
Remote Similarity	0.6767	NPC113099
Remote Similarity	0.6715	NPC27833
Remote Similarity	0.6667	NPC119326
Remote Similarity	0.6642	NPC226143
Remote Similarity	0.6623	NPC470822
Remote Similarity	0.6528	NPC179224
Remote Similarity	0.6522	NPC291962
Remote Similarity	0.6522	NPC177684
Remote Similarity	0.65	NPC69057
Remote Similarity	0.6475	NPC258531
Remote Similarity	0.6475	NPC161956
Remote Similarity	0.6475	NPC112373
Remote Similarity	0.6475	NPC302169
Remote Similarity	0.6462	NPC473418
Remote Similarity	0.6458	NPC313722
Remote Similarity	0.6452	NPC71140
Remote Similarity	0.6438	NPC32858
Remote Similarity	0.6438	NPC194857
Remote Similarity	0.6414	NPC472245
Remote Similarity	0.641	NPC145053
Remote Similarity	0.6405	NPC136002
Remote Similarity	0.6371	NPC153885
Remote Similarity	0.6371	NPC155232
Remote Similarity	0.6371	NPC473661
Remote Similarity	0.637	NPC126458
Remote Similarity	0.6364	NPC79698
Remote Similarity	0.6357	NPC179605
Remote Similarity	0.6357	NPC279385
Remote Similarity	0.632	NPC238219
Remote Similarity	0.6316	NPC471574
Remote Similarity	0.6312	NPC257490
Remote Similarity	0.6312	NPC103292
Remote Similarity	0.6299	NPC473804
Remote Similarity	0.6294	NPC192533
Remote Similarity	0.629	NPC133461
Remote Similarity	0.629	NPC284475
Remote Similarity	0.6288	NPC473498
Remote Similarity	0.627	NPC256452
Remote Similarity	0.627	NPC260233
Remote Similarity	0.626	NPC469974
Remote Similarity	0.6258	NPC313850
Remote Similarity	0.6258	NPC119569
Remote Similarity	0.625	NPC322598
Remote Similarity	0.6241	NPC172170
Remote Similarity	0.624	NPC1682
Remote Similarity	0.624	NPC188844
Remote Similarity	0.6233	NPC150863
Remote Similarity	0.6233	NPC209389
Remote Similarity	0.6216	NPC207428
Remote Similarity	0.6216	NPC40364
Remote Similarity	0.621	NPC173413
Remote Similarity	0.62	NPC300299
Remote Similarity	0.619	NPC314431
Remote Similarity	0.619	NPC280807
Remote Similarity	0.6186	NPC190567
Remote Similarity	0.6181	NPC285394
Remote Similarity	0.6179	NPC157778
Remote Similarity	0.6172	NPC472788
Remote Similarity	0.6172	NPC239185
Remote Similarity	0.6154	NPC285470
Remote Similarity	0.6154	NPC36342
Remote Similarity	0.6154	NPC2785
Remote Similarity	0.6148	NPC160339
Remote Similarity	0.6148	NPC307
Remote Similarity	0.6144	NPC207554
Remote Similarity	0.6138	NPC470343
Remote Similarity	0.6138	NPC472244
Remote Similarity	0.6136	NPC275467
Remote Similarity	0.6134	NPC273033
Remote Similarity	0.6134	NPC12936
Remote Similarity	0.6129	NPC478040
Remote Similarity	0.6124	NPC75724
Remote Similarity	0.6124	NPC49994
Remote Similarity	0.6124	NPC134882
Remote Similarity	0.6119	NPC55529
Remote Similarity	0.6111	NPC323420
Remote Similarity	0.6111	NPC59677
Remote Similarity	0.6107	NPC473962
Remote Similarity	0.6104	NPC471164
Remote Similarity	0.6102	NPC300205
Remote Similarity	0.6099	NPC220698
Remote Similarity	0.6098	NPC43945
Remote Similarity	0.6096	NPC477937
Remote Similarity	0.6094	NPC219573
Remote Similarity	0.6094	NPC185208
Remote Similarity	0.608	NPC277277
Remote Similarity	0.6078	NPC153007
Remote Similarity	0.6068	NPC245966
Remote Similarity	0.6058	NPC275410
Remote Similarity	0.605	NPC17408
Remote Similarity	0.605	NPC71664
Remote Similarity	0.605	NPC164086
Remote Similarity	0.605	NPC285716
Remote Similarity	0.6047	NPC472258
Remote Similarity	0.6047	NPC265220
Remote Similarity	0.6045	NPC45033
Remote Similarity	0.6043	NPC472164
Remote Similarity	0.6042	NPC268534
Remote Similarity	0.6042	NPC39818
Remote Similarity	0.6039	NPC472243
Remote Similarity	0.6033	NPC273758
Remote Similarity	0.6033	NPC474088
Remote Similarity	0.6033	NPC197581
Remote Similarity	0.6031	NPC476993
Remote Similarity	0.6031	NPC109514
Remote Similarity	0.6026	NPC471680
Remote Similarity	0.6024	NPC138293
Remote Similarity	0.6024	NPC113056
Remote Similarity	0.6014	NPC116057
Remote Similarity	0.6	NPC254698
Remote Similarity	0.6	NPC473573
Remote Similarity	0.5988	NPC295021
Remote Similarity	0.5986	NPC322433
Remote Similarity	0.5974	NPC83214
Remote Similarity	0.5973	NPC477432
Remote Similarity	0.5971	NPC57051
Remote Similarity	0.597	NPC67043
Remote Similarity	0.597	NPC476198
Remote Similarity	0.5969	NPC471320
Remote Similarity	0.5969	NPC471319
Remote Similarity	0.5968	NPC305602
Remote Similarity	0.5968	NPC17497
Remote Similarity	0.5966	NPC151405
Remote Similarity	0.5966	NPC139901
Remote Similarity	0.5959	NPC222466
Remote Similarity	0.5952	NPC58872
Remote Similarity	0.5946	NPC305717
Remote Similarity	0.5942	NPC475013
Remote Similarity	0.5942	NPC181390
Remote Similarity	0.594	NPC202613
Remote Similarity	0.594	NPC247976
Remote Similarity	0.5938	NPC322040
Remote Similarity	0.5938	NPC7067
Remote Similarity	0.5938	NPC289883
Remote Similarity	0.5935	NPC252067
Remote Similarity	0.5931	NPC26285
Remote Similarity	0.5929	NPC33742
Remote Similarity	0.5926	NPC117032
Remote Similarity	0.5926	NPC471447
Remote Similarity	0.5921	NPC162417
Remote Similarity	0.5921	NPC316104
Remote Similarity	0.592	NPC267262
Remote Similarity	0.5918	NPC477249
Remote Similarity	0.5918	NPC101719
Remote Similarity	0.5918	NPC477248
Remote Similarity	0.5915	NPC476440
Remote Similarity	0.5912	NPC246412
Remote Similarity	0.5909	NPC132636
Remote Similarity	0.5909	NPC89489
Remote Similarity	0.5906	NPC472413
Remote Similarity	0.5902	NPC215008
Remote Similarity	0.5897	NPC2823
Remote Similarity	0.5891	NPC472880
Remote Similarity	0.5887	NPC188010
Remote Similarity	0.5882	NPC103488
Remote Similarity	0.5875	NPC2672
Remote Similarity	0.5875	NPC13470
Remote Similarity	0.5873	NPC418308
Remote Similarity	0.5873	NPC113307
Remote Similarity	0.5871	NPC469560
Remote Similarity	0.587	NPC319579
Remote Similarity	0.5868	NPC231986
Remote Similarity	0.5868	NPC100039
Remote Similarity	0.5862	NPC71684
Remote Similarity	0.586	NPC472241
Remote Similarity	0.5857	NPC35850
Remote Similarity	0.5857	NPC476048
Remote Similarity	0.5857	NPC276949
Remote Similarity	0.585	NPC22746
Remote Similarity	0.5845	NPC315276
Remote Similarity	0.5845	NPC285926
Remote Similarity	0.5845	NPC14672
Remote Similarity	0.5845	NPC239357
Remote Similarity	0.5843	NPC154478
Remote Similarity	0.584	NPC53492
Remote Similarity	0.5839	NPC237649
Remote Similarity	0.5839	NPC300596
Remote Similarity	0.5827	NPC19256
Remote Similarity	0.5821	NPC164859
Remote Similarity	0.5821	NPC471317
Remote Similarity	0.5818	NPC84317
Remote Similarity	0.5817	NPC474473
Remote Similarity	0.5816	NPC246904
Remote Similarity	0.5814	NPC469330
Remote Similarity	0.5813	NPC324445
Remote Similarity	0.5813	NPC478039
Remote Similarity	0.5809	NPC100767
Remote Similarity	0.5802	NPC240042
Remote Similarity	0.5798	NPC9796
Remote Similarity	0.5797	NPC158854
Remote Similarity	0.5796	NPC468984
Remote Similarity	0.5794	NPC153308
Remote Similarity	0.5793	NPC200964
Remote Similarity	0.5789	NPC472879
Remote Similarity	0.5786	NPC314186
Remote Similarity	0.5786	NPC474584
Remote Similarity	0.5785	NPC95868

Drug Structure

NPD2056 OpenBabel08211701392D 21 23 0 0 0 0 0 0 0 0999 V2000 6.6010 -2.7996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3138 -1.6407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9537 -3.3349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3357 -1.4328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9756 -3.1270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6229 -2.5917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6666 -2.1759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6884 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 0.9706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0193 -2.7111 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 0.9945 1.8366 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 13 1 0 0 0 0 5 15 1 0 0 0 0 6 8 1 0 0 0 0 6 11 2 0 0 0 0 7 9 2 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 12 1 0 0 0 0 10 14 1 0 0 0 0 10 18 1 0 0 0 0 12 14 1 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 19 2 0 0 0 0 15 20 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014417
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	286.11
ALogP	0.3182
MLogP	2.78
XLogP	4.517
HDA	3
HBD	1
Rotatable Bonds	4
TPSA	69.46
RO5 Violation	0