NPASS drugs

Drug Information

Drug ID:	NPD5170
Drug Name:	UK-51656
Molecular Formula:	C22H28ClN3O6
Canonical SMILES:	CCOC(=O)C1=C(COCCNCC(=N)O)NC(=C(C1c1ccccc1Cl)C(=O)OC)C
Standard InCHI:	InChI=1S/C22H28ClN3O6/c1-4-32-22(29)20-16(12-31-10-9-25-11-17(24)27)26-13(2)18(21(28)30-3)19(20)14-7-5-6-8-15(14)23/h5-8,19,25-26H,4,9-12H2,1-3H3,(H2,24,27)
Standard InCHIKey:	FAKQIHAUXYAVJI-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5170

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	87
0.1-0.2	646
0.2-0.3	2287
0.3-0.4	7286
0.4-0.5	16758
0.5-0.6	3695
0.6-0.7	129
0.7-0.8	2
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	0.7143	NPC36836
Intermediate Similarity	0.7143	NPC63370
Remote Similarity	0.673	NPC190945
Remote Similarity	0.6714	NPC313981
Remote Similarity	0.6712	NPC80150
Remote Similarity	0.6622	NPC160493
Remote Similarity	0.662	NPC474584
Remote Similarity	0.6597	NPC197470
Remote Similarity	0.6575	NPC310467
Remote Similarity	0.6507	NPC169328
Remote Similarity	0.6503	NPC273814
Remote Similarity	0.649	NPC472165
Remote Similarity	0.6486	NPC190663
Remote Similarity	0.6479	NPC319579
Remote Similarity	0.6479	NPC323007
Remote Similarity	0.6467	NPC35996
Remote Similarity	0.6456	NPC77992
Remote Similarity	0.6454	NPC182549
Remote Similarity	0.6454	NPC114741
Remote Similarity	0.6452	NPC246079
Remote Similarity	0.6447	NPC477937
Remote Similarity	0.6429	NPC327481
Remote Similarity	0.6382	NPC4974
Remote Similarity	0.638	NPC135121
Remote Similarity	0.6376	NPC476183
Remote Similarity	0.6357	NPC67043
Remote Similarity	0.6351	NPC314992
Remote Similarity	0.6335	NPC57976
Remote Similarity	0.6333	NPC476184
Remote Similarity	0.6333	NPC476281
Remote Similarity	0.6331	NPC164859
Remote Similarity	0.6329	NPC470441
Remote Similarity	0.6323	NPC69496
Remote Similarity	0.6319	NPC329011
Remote Similarity	0.6306	NPC233910
Remote Similarity	0.6306	NPC245836
Remote Similarity	0.6301	NPC471318
Remote Similarity	0.629	NPC328763
Remote Similarity	0.6287	NPC473341
Remote Similarity	0.6282	NPC473247
Remote Similarity	0.6275	NPC474479
Remote Similarity	0.6267	NPC475827
Remote Similarity	0.6267	NPC474223
Remote Similarity	0.6267	NPC280827
Remote Similarity	0.6267	NPC243059
Remote Similarity	0.6258	NPC201244
Remote Similarity	0.6258	NPC103605
Remote Similarity	0.6258	NPC477217
Remote Similarity	0.6258	NPC81092
Remote Similarity	0.625	NPC476278
Remote Similarity	0.6242	NPC237420
Remote Similarity	0.6226	NPC314835
Remote Similarity	0.6216	NPC2265
Remote Similarity	0.6211	NPC319645
Remote Similarity	0.6209	NPC476241
Remote Similarity	0.6209	NPC476260
Remote Similarity	0.6207	NPC474689
Remote Similarity	0.619	NPC33742
Remote Similarity	0.619	NPC472761
Remote Similarity	0.6173	NPC469426
Remote Similarity	0.6173	NPC469427
Remote Similarity	0.6169	NPC476125
Remote Similarity	0.6169	NPC474847
Remote Similarity	0.6169	NPC476179
Remote Similarity	0.6168	NPC7817
Remote Similarity	0.6168	NPC475168
Remote Similarity	0.6163	NPC114806
Remote Similarity	0.6159	NPC478015
Remote Similarity	0.6159	NPC478014
Remote Similarity	0.6159	NPC475804
Remote Similarity	0.6159	NPC478016
Remote Similarity	0.6159	NPC474222
Remote Similarity	0.6158	NPC323662
Remote Similarity	0.6154	NPC470902
Remote Similarity	0.6154	NPC20485
Remote Similarity	0.6149	NPC132636
Remote Similarity	0.6144	NPC474254
Remote Similarity	0.6144	NPC474159
Remote Similarity	0.6144	NPC477163
Remote Similarity	0.6139	NPC246913
Remote Similarity	0.6135	NPC161069
Remote Similarity	0.6133	NPC64340
Remote Similarity	0.6118	NPC71684
Remote Similarity	0.6115	NPC12730
Remote Similarity	0.6111	NPC186669
Remote Similarity	0.6105	NPC24617
Remote Similarity	0.609	NPC199738
Remote Similarity	0.609	NPC210950
Remote Similarity	0.6087	NPC122493
Remote Similarity	0.6087	NPC293628
Remote Similarity	0.6087	NPC324569
Remote Similarity	0.6087	NPC10781
Remote Similarity	0.6084	NPC477251
Remote Similarity	0.6081	NPC113099
Remote Similarity	0.6078	NPC213126
Remote Similarity	0.6078	NPC84281
Remote Similarity	0.6078	NPC317474
Remote Similarity	0.6078	NPC291027
Remote Similarity	0.6078	NPC169485
Remote Similarity	0.6074	NPC263493
Remote Similarity	0.6074	NPC269398
Remote Similarity	0.6069	NPC158854
Remote Similarity	0.6053	NPC45777
Remote Similarity	0.6053	NPC477061
Remote Similarity	0.6051	NPC311753
Remote Similarity	0.6051	NPC296712
Remote Similarity	0.6049	NPC477557
Remote Similarity	0.6043	NPC179411
Remote Similarity	0.6037	NPC139326
Remote Similarity	0.6037	NPC91953
Remote Similarity	0.6036	NPC300443
Remote Similarity	0.6036	NPC470274
Remote Similarity	0.6034	NPC474058
Remote Similarity	0.6033	NPC97584
Remote Similarity	0.6024	NPC314114
Remote Similarity	0.6023	NPC469903
Remote Similarity	0.6014	NPC153053
Remote Similarity	0.6013	NPC325651
Remote Similarity	0.6012	NPC239762
Remote Similarity	0.6012	NPC163392
Remote Similarity	0.6012	NPC123241
Remote Similarity	0.6012	NPC2501
Remote Similarity	0.6	NPC122590
Remote Similarity	0.6	NPC470392
Remote Similarity	0.6	NPC77294
Remote Similarity	0.6	NPC477462
Remote Similarity	0.6	NPC314223
Remote Similarity	0.6	NPC475691
Remote Similarity	0.6	NPC476978
Remote Similarity	0.6	NPC40178
Remote Similarity	0.6	NPC222466
Remote Similarity	0.5989	NPC209463
Remote Similarity	0.5989	NPC99043
Remote Similarity	0.5989	NPC218594
Remote Similarity	0.5988	NPC127741
Remote Similarity	0.5988	NPC138775
Remote Similarity	0.5987	NPC204784
Remote Similarity	0.5987	NPC105114
Remote Similarity	0.5987	NPC152850
Remote Similarity	0.5987	NPC89923
Remote Similarity	0.5987	NPC239990
Remote Similarity	0.5987	NPC71933
Remote Similarity	0.5986	NPC275410
Remote Similarity	0.5986	NPC82899
Remote Similarity	0.5986	NPC270699
Remote Similarity	0.5978	NPC159963
Remote Similarity	0.5976	NPC197921
Remote Similarity	0.5974	NPC26285
Remote Similarity	0.5973	NPC210092
Remote Similarity	0.5973	NPC306740
Remote Similarity	0.5973	NPC472164
Remote Similarity	0.5972	NPC191215
Remote Similarity	0.5972	NPC274089
Remote Similarity	0.5972	NPC51174
Remote Similarity	0.5971	NPC270654
Remote Similarity	0.5966	NPC189116
Remote Similarity	0.5966	NPC158900
Remote Similarity	0.5964	NPC209509
Remote Similarity	0.5964	NPC5620
Remote Similarity	0.5962	NPC101719
Remote Similarity	0.5962	NPC47667
Remote Similarity	0.596	NPC152812
Remote Similarity	0.5959	NPC24777
Remote Similarity	0.5959	NPC196246
Remote Similarity	0.5959	NPC214067
Remote Similarity	0.5954	NPC93343
Remote Similarity	0.5951	NPC281104
Remote Similarity	0.5951	NPC287358
Remote Similarity	0.5949	NPC165726
Remote Similarity	0.5949	NPC213969
Remote Similarity	0.5946	NPC128368
Remote Similarity	0.5944	NPC324786
Remote Similarity	0.5939	NPC469360
Remote Similarity	0.5938	NPC48909
Remote Similarity	0.5938	NPC30390
Remote Similarity	0.5938	NPC326966
Remote Similarity	0.5936	NPC14994
Remote Similarity	0.5935	NPC472703
Remote Similarity	0.5933	NPC235421
Remote Similarity	0.5931	NPC475465
Remote Similarity	0.5931	NPC472314
Remote Similarity	0.5931	NPC47536
Remote Similarity	0.5929	NPC322598
Remote Similarity	0.5924	NPC136453
Remote Similarity	0.5922	NPC269383
Remote Similarity	0.5922	NPC151030
Remote Similarity	0.5921	NPC220698
Remote Similarity	0.592	NPC62104
Remote Similarity	0.592	NPC1390
Remote Similarity	0.5918	NPC1082
Remote Similarity	0.5918	NPC305912
Remote Similarity	0.5917	NPC13470
Remote Similarity	0.5916	NPC264938
Remote Similarity	0.5912	NPC227778
Remote Similarity	0.5912	NPC77273
Remote Similarity	0.5909	NPC471053
Remote Similarity	0.5909	NPC471052
Remote Similarity	0.5909	NPC471051
Remote Similarity	0.5909	NPC293458
Remote Similarity	0.5906	NPC35850

Drug Structure

NPD5170 OpenBabel08211706322D 36 37 0 0 1 0 0 0 0 0999 V2000 0.0000 -2.9211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.9211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8432 3.4079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8432 -2.4342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3729 -1.9474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2162 -1.4605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5297 -1.4605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2162 -0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3729 1.9474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5297 1.4605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5297 3.4079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6865 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.9474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5297 -0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3729 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8432 0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5297 4.3816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8432 1.4605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8432 0.4868 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6865 1.9474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3729 0.9737 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.6865 4.8684 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3729 2.9211 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8432 1.4605 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3729 4.8684 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5297 1.4605 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8432 -1.4605 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6865 2.9211 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5297 0.4868 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8432 -1.4605 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6865 5.8421 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2162 3.4079 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6865 1.9474 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3729 5.8421 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 13 1 0 0 0 0 3 30 1 0 0 0 0 4 32 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 14 2 0 0 0 0 8 15 2 0 0 0 0 9 10 1 0 0 0 0 9 25 1 0 0 0 0 10 31 1 0 0 0 0 11 17 1 0 0 0 0 11 25 1 0 0 0 0 12 16 1 0 0 0 0 12 31 1 0 0 0 0 13 18 2 0 0 0 0 13 26 1 0 0 0 0 14 15 1 0 0 0 0 14 19 1 0 0 0 0 15 23 1 0 0 0 0 16 20 2 0 0 0 0 16 26 1 0 0 0 0 17 24 2 0 0 0 0 17 27 1 0 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 19 20 1 0 0 0 0 20 22 1 0 0 0 0 21 28 2 0 0 0 0 21 30 1 0 0 0 0 22 29 2 0 0 0 0 22 32 1 0 0 0 0 24 33 1 0 0 0 0 25 34 1 0 0 0 0 26 35 1 0 0 0 0 27 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016720
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	465.17
ALogP	-0.0701
MLogP	2.78
XLogP	3.426
HDA	9
HBD	4
Rotatable Bonds	18
TPSA	129.97
RO5 Violation	1