NPASS drugs

Drug Information

Drug ID:	NPD3355
Drug Name:	Ketotifen Fumarate
Molecular Formula:	C19H19NOS.C4H4O4
Canonical SMILES:	CN1CCC(=C2c3ccccc3CC(=O)c3c2ccs3)CC1.OC(=O)/C=C/C(=O)O
Standard InCHI:	InChI=1S/C19H19NOS.C4H4O4/c1-20-9-6-13(7-10-20)18-15-5-3-2-4-14(15)12-17(21)19-16(18)8-11-22-19;5-3(6)1-2-4(7)8/h2-5,8,11H,6-7,9-10,12H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
Standard InCHIKey:	YNQQEYBLVYAWNX-WLHGVMLRSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3355

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	150
0.1-0.2	1418
0.2-0.3	5914
0.3-0.4	12556
0.4-0.5	9958
0.5-0.6	795
0.6-0.7	96
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	0.7377	NPC167336
Intermediate Similarity	0.7025	NPC120203
Intermediate Similarity	0.7	NPC175376
Remote Similarity	0.6713	NPC130655
Remote Similarity	0.6552	NPC307163
Remote Similarity	0.6508	NPC11466
Remote Similarity	0.6475	NPC473661
Remote Similarity	0.6462	NPC55529
Remote Similarity	0.6423	NPC71140
Remote Similarity	0.6393	NPC284475
Remote Similarity	0.6383	NPC285394
Remote Similarity	0.6364	NPC113307
Remote Similarity	0.6341	NPC155232
Remote Similarity	0.6341	NPC1682
Remote Similarity	0.6341	NPC153885
Remote Similarity	0.6341	NPC59677
Remote Similarity	0.6341	NPC188844
Remote Similarity	0.634	NPC313850
Remote Similarity	0.6333	NPC69057
Remote Similarity	0.6328	NPC24122
Remote Similarity	0.6311	NPC277277
Remote Similarity	0.6308	NPC473418
Remote Similarity	0.629	NPC291070
Remote Similarity	0.629	NPC238219
Remote Similarity	0.629	NPC246757
Remote Similarity	0.6281	NPC157778
Remote Similarity	0.6281	NPC267262
Remote Similarity	0.6279	NPC149571
Remote Similarity	0.6269	NPC181390
Remote Similarity	0.626	NPC133461
Remote Similarity	0.625	NPC148231
Remote Similarity	0.625	NPC160339
Remote Similarity	0.625	NPC307
Remote Similarity	0.6241	NPC158854
Remote Similarity	0.624	NPC256452
Remote Similarity	0.624	NPC260233
Remote Similarity	0.6239	NPC273033
Remote Similarity	0.6239	NPC12936
Remote Similarity	0.623	NPC418308
Remote Similarity	0.622	NPC49994
Remote Similarity	0.6214	NPC302169
Remote Similarity	0.6214	NPC27833
Remote Similarity	0.621	NPC323420
Remote Similarity	0.6198	NPC43945
Remote Similarity	0.6198	NPC17497
Remote Similarity	0.6198	NPC305602
Remote Similarity	0.619	NPC219573
Remote Similarity	0.619	NPC185208
Remote Similarity	0.6179	NPC19256
Remote Similarity	0.6179	NPC173413
Remote Similarity	0.616	NPC289883
Remote Similarity	0.6154	NPC71664
Remote Similarity	0.6154	NPC190567
Remote Similarity	0.6143	NPC226143
Remote Similarity	0.6142	NPC239185
Remote Similarity	0.6134	NPC273758
Remote Similarity	0.6134	NPC215008
Remote Similarity	0.6129	NPC470926
Remote Similarity	0.6127	NPC169485
Remote Similarity	0.6127	NPC84281
Remote Similarity	0.6127	NPC213126
Remote Similarity	0.6127	NPC317474
Remote Similarity	0.6127	NPC26285
Remote Similarity	0.6127	NPC291027
Remote Similarity	0.6121	NPC2785
Remote Similarity	0.6121	NPC36342
Remote Similarity	0.6121	NPC285470
Remote Similarity	0.6111	NPC79698
Remote Similarity	0.6111	NPC472880
Remote Similarity	0.6111	NPC475082
Remote Similarity	0.6102	NPC145053
Remote Similarity	0.6094	NPC134882
Remote Similarity	0.6094	NPC75724
Remote Similarity	0.6081	NPC473962
Remote Similarity	0.6068	NPC139901
Remote Similarity	0.6068	NPC300205
Remote Similarity	0.6068	NPC151405
Remote Similarity	0.6034	NPC9796
Remote Similarity	0.6034	NPC245966
Remote Similarity	0.6032	NPC300455
Remote Similarity	0.6028	NPC177684
Remote Similarity	0.6028	NPC291962
Remote Similarity	0.6027	NPC305717
Remote Similarity	0.6017	NPC95868
Remote Similarity	0.6017	NPC17408
Remote Similarity	0.6017	NPC285716
Remote Similarity	0.6017	NPC164086
Remote Similarity	0.6016	NPC265220
Remote Similarity	0.6015	NPC472700
Remote Similarity	0.6015	NPC45033
Remote Similarity	0.6015	NPC472699
Remote Similarity	0.6014	NPC113099
Remote Similarity	0.6	NPC472879
Remote Similarity	0.6	NPC474088
Remote Similarity	0.6	NPC476993
Remote Similarity	0.6	NPC39600
Remote Similarity	0.6	NPC109514
Remote Similarity	0.6	NPC471895
Remote Similarity	0.6	NPC104070
Remote Similarity	0.5986	NPC258531
Remote Similarity	0.5986	NPC161956
Remote Similarity	0.5986	NPC112373
Remote Similarity	0.5971	NPC473573
Remote Similarity	0.597	NPC472695
Remote Similarity	0.597	NPC472696
Remote Similarity	0.597	NPC472701
Remote Similarity	0.597	NPC472683
Remote Similarity	0.5968	NPC325709
Remote Similarity	0.5966	NPC231986
Remote Similarity	0.5963	NPC85059
Remote Similarity	0.595	NPC470794
Remote Similarity	0.595	NPC133162
Remote Similarity	0.5946	NPC179224
Remote Similarity	0.5944	NPC257490
Remote Similarity	0.5935	NPC53492
Remote Similarity	0.5932	NPC272260
Remote Similarity	0.592	NPC470797
Remote Similarity	0.5912	NPC475013
Remote Similarity	0.5909	NPC247976
Remote Similarity	0.5906	NPC126458
Remote Similarity	0.5887	NPC153308
Remote Similarity	0.5887	NPC476440
Remote Similarity	0.5882	NPC281104
Remote Similarity	0.5873	NPC103346
Remote Similarity	0.5865	NPC329282
Remote Similarity	0.586	NPC297322
Remote Similarity	0.5854	NPC164526
Remote Similarity	0.5847	NPC103488
Remote Similarity	0.5846	NPC322598
Remote Similarity	0.584	NPC298115
Remote Similarity	0.5839	NPC69496
Remote Similarity	0.5827	NPC476048
Remote Similarity	0.5826	NPC285679
Remote Similarity	0.5802	NPC68967
Remote Similarity	0.5794	NPC58872
Remote Similarity	0.5794	NPC166487
Remote Similarity	0.5789	NPC471829
Remote Similarity	0.5789	NPC475939
Remote Similarity	0.5789	NPC472691
Remote Similarity	0.5789	NPC474866
Remote Similarity	0.5786	NPC472164
Remote Similarity	0.5782	NPC474847
Remote Similarity	0.5781	NPC474974
Remote Similarity	0.5778	NPC100767
Remote Similarity	0.5772	NPC252067
Remote Similarity	0.5772	NPC123476
Remote Similarity	0.5766	NPC190955
Remote Similarity	0.5743	NPC119326
Remote Similarity	0.5743	NPC65310
Remote Similarity	0.5739	NPC74458
Remote Similarity	0.5738	NPC197581
Remote Similarity	0.5736	NPC329430
Remote Similarity	0.5724	NPC233910
Remote Similarity	0.5724	NPC245836
Remote Similarity	0.5714	NPC239854
Remote Similarity	0.5714	NPC192533
Remote Similarity	0.5702	NPC73978
Remote Similarity	0.5696	NPC478040
Remote Similarity	0.5693	NPC470252
Remote Similarity	0.5685	NPC268534
Remote Similarity	0.5676	NPC470343
Remote Similarity	0.5676	NPC472244
Remote Similarity	0.5674	NPC246904
Remote Similarity	0.5672	NPC329556
Remote Similarity	0.5672	NPC274443
Remote Similarity	0.5672	NPC471317
Remote Similarity	0.5672	NPC202613
Remote Similarity	0.5669	NPC303967
Remote Similarity	0.5669	NPC110420
Remote Similarity	0.5669	NPC67585
Remote Similarity	0.566	NPC470822
Remote Similarity	0.5655	NPC179605
Remote Similarity	0.5655	NPC279385
Remote Similarity	0.5652	NPC476444
Remote Similarity	0.5649	NPC472258
Remote Similarity	0.5649	NPC240042
Remote Similarity	0.5647	NPC145990
Remote Similarity	0.5639	NPC112552
Remote Similarity	0.563	NPC179726
Remote Similarity	0.5629	NPC300315
Remote Similarity	0.5629	NPC476443
Remote Similarity	0.5629	NPC133817
Remote Similarity	0.5621	NPC313663
Remote Similarity	0.562	NPC475289
Remote Similarity	0.562	NPC475573
Remote Similarity	0.562	NPC477703
Remote Similarity	0.562	NPC203732
Remote Similarity	0.5616	NPC103292
Remote Similarity	0.5612	NPC265513
Remote Similarity	0.561	NPC324624
Remote Similarity	0.5603	NPC35850
Remote Similarity	0.5603	NPC276949
Remote Similarity	0.56	NPC258046

Drug Structure

NPD3355 OpenBabel08211703112D 32 34 0 0 0 0 0 0 0 0999 V2000 0.5000 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4443 -5.4471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7113 -4.7669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3999 -5.1523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9338 -3.7920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7754 -0.9368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7217 -0.6136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6113 -4.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6224 -4.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8894 -3.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7903 -1.9367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1113 -3.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7459 -2.2314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.1085 -3.2370 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3215 -1.4137 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 10.7065 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8405 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5726 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9745 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5726 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.4386 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1085 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9745 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.3046 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8405 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 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 14 2 0 0 0 0 5 15 2 0 0 0 0 6 9 1 0 0 0 0 6 13 1 0 0 0 0 7 10 1 0 0 0 0 7 13 1 0 0 0 0 8 11 2 0 0 0 0 8 16 1 0 0 0 0 9 20 1 0 0 0 0 10 20 1 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 14 15 1 0 0 0 0 15 18 1 0 0 0 0 16 18 1 0 0 0 0 16 19 2 0 0 0 0 17 19 1 0 0 0 0 17 21 2 0 0 0 0 19 22 1 0 0 0 0 23 24 2 0 0 0 0 23 25 1 0 0 0 0 24 26 1 0 0 0 0 25 27 2 0 0 0 0 25 28 1 0 0 0 0 26 29 2 0 0 0 0 26 30 1 0 0 0 0 28 31 1 0 0 0 0 30 32 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	309.12
ALogP	1.0881
MLogP	3.22
XLogP	3.886
HDA	2
HBD	0
Rotatable Bonds	1
TPSA	48.55
RO5 Violation	0