NPASS drugs

Drug Information

Drug ID:	NPD4508
Drug Name:	CL-186659
Molecular Formula:	C21H24N2O8S
Canonical SMILES:	CC(=O)OC([C@@H]1C(=O)N2C1S(=O)(=O)C([C@@H]2C(=O)[O-])(C)C)C1ON=C(C1)c1ccc(cc1)C
Standard InCHI:	InChI=1S/C21H24N2O8S/c1-10-5-7-12(8-6-10)13-9-14(31-22-13)16(30-11(2)24)15-18(25)23-17(20(26)27)21(3,4)32(28,29)19(15)23/h5-8,14-17,19H,9H2,1-4H3,(H,26,27)/p-1/t14?,15-,16?,17+,19?/m1/s1
Standard InCHIKey:	JGIBKJLBJRATLP-WVKFZKHXSA-M
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4508

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	131
0.1-0.2	848
0.2-0.3	3643
0.3-0.4	16878
0.4-0.5	8356
0.5-0.6	880
0.6-0.7	147
0.7-0.8	7
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	0.7321	NPC286551
Intermediate Similarity	0.7317	NPC322878
Intermediate Similarity	0.7083	NPC105717
Intermediate Similarity	0.7056	NPC317725
Intermediate Similarity	0.7056	NPC326407
Intermediate Similarity	0.7056	NPC318930
Intermediate Similarity	0.7056	NPC317362
Remote Similarity	0.6988	NPC468984
Remote Similarity	0.6959	NPC162104
Remote Similarity	0.6941	NPC283783
Remote Similarity	0.6928	NPC263493
Remote Similarity	0.6928	NPC269398
Remote Similarity	0.6923	NPC145113
Remote Similarity	0.6886	NPC176226
Remote Similarity	0.6746	NPC476978
Remote Similarity	0.6707	NPC178662
Remote Similarity	0.6707	NPC98424
Remote Similarity	0.6707	NPC476133
Remote Similarity	0.6707	NPC92784
Remote Similarity	0.6707	NPC470884
Remote Similarity	0.6706	NPC209509
Remote Similarity	0.6706	NPC313867
Remote Similarity	0.6706	NPC316008
Remote Similarity	0.6706	NPC5620
Remote Similarity	0.6686	NPC161069
Remote Similarity	0.6686	NPC139326
Remote Similarity	0.6686	NPC240848
Remote Similarity	0.6686	NPC197682
Remote Similarity	0.6684	NPC4910
Remote Similarity	0.6667	NPC476259
Remote Similarity	0.6667	NPC197743
Remote Similarity	0.6667	NPC297145
Remote Similarity	0.6667	NPC314358
Remote Similarity	0.6647	NPC315283
Remote Similarity	0.6647	NPC2501
Remote Similarity	0.6647	NPC314388
Remote Similarity	0.6647	NPC471264
Remote Similarity	0.6647	NPC471265
Remote Similarity	0.6633	NPC477527
Remote Similarity	0.6628	NPC225648
Remote Similarity	0.6628	NPC329761
Remote Similarity	0.6627	NPC168113
Remote Similarity	0.6607	NPC89489
Remote Similarity	0.659	NPC471821
Remote Similarity	0.659	NPC471820
Remote Similarity	0.6585	NPC300315
Remote Similarity	0.657	NPC262077
Remote Similarity	0.6568	NPC307357
Remote Similarity	0.6568	NPC268841
Remote Similarity	0.6568	NPC46098
Remote Similarity	0.6552	NPC129666
Remote Similarity	0.655	NPC52748
Remote Similarity	0.6548	NPC127741
Remote Similarity	0.6548	NPC68865
Remote Similarity	0.6534	NPC122590
Remote Similarity	0.6532	NPC138775
Remote Similarity	0.6512	NPC315266
Remote Similarity	0.651	NPC329731
Remote Similarity	0.648	NPC184933
Remote Similarity	0.648	NPC59827
Remote Similarity	0.6467	NPC287401
Remote Similarity	0.6463	NPC239990
Remote Similarity	0.6463	NPC105114
Remote Similarity	0.6463	NPC152850
Remote Similarity	0.6463	NPC89923
Remote Similarity	0.6463	NPC71933
Remote Similarity	0.6462	NPC165538
Remote Similarity	0.6443	NPC122427
Remote Similarity	0.6437	NPC135121
Remote Similarity	0.6433	NPC469426
Remote Similarity	0.6433	NPC469427
Remote Similarity	0.6429	NPC248283
Remote Similarity	0.6417	NPC13367
Remote Similarity	0.6416	NPC471680
Remote Similarity	0.6402	NPC136453
Remote Similarity	0.6374	NPC163392
Remote Similarity	0.6374	NPC239762
Remote Similarity	0.6364	NPC319766
Remote Similarity	0.6364	NPC13470
Remote Similarity	0.6359	NPC329961
Remote Similarity	0.6347	NPC157311
Remote Similarity	0.6339	NPC471052
Remote Similarity	0.6339	NPC471053
Remote Similarity	0.6339	NPC471051
Remote Similarity	0.633	NPC477462
Remote Similarity	0.6327	NPC477526
Remote Similarity	0.6322	NPC477217
Remote Similarity	0.6322	NPC201244
Remote Similarity	0.631	NPC44805
Remote Similarity	0.631	NPC8761
Remote Similarity	0.6287	NPC69496
Remote Similarity	0.6258	NPC213126
Remote Similarity	0.6258	NPC84281
Remote Similarity	0.6258	NPC291027
Remote Similarity	0.6258	NPC169485
Remote Similarity	0.6258	NPC317474
Remote Similarity	0.625	NPC130309
Remote Similarity	0.6236	NPC7817
Remote Similarity	0.6236	NPC475168
Remote Similarity	0.6235	NPC478016
Remote Similarity	0.6235	NPC478015
Remote Similarity	0.6235	NPC80150
Remote Similarity	0.6235	NPC302169
Remote Similarity	0.6235	NPC478014
Remote Similarity	0.623	NPC471527
Remote Similarity	0.622	NPC6975
Remote Similarity	0.6213	NPC246079
Remote Similarity	0.6211	NPC310467
Remote Similarity	0.6176	NPC245836
Remote Similarity	0.6176	NPC233910
Remote Similarity	0.6159	NPC252878
Remote Similarity	0.6158	NPC128237
Remote Similarity	0.6158	NPC83790
Remote Similarity	0.6158	NPC26108
Remote Similarity	0.615	NPC106235
Remote Similarity	0.615	NPC239660
Remote Similarity	0.6149	NPC169328
Remote Similarity	0.6149	NPC254088
Remote Similarity	0.6145	NPC474847
Remote Similarity	0.6135	NPC200964
Remote Similarity	0.6133	NPC470902
Remote Similarity	0.6131	NPC473322
Remote Similarity	0.6125	NPC188010
Remote Similarity	0.6122	NPC282092
Remote Similarity	0.6121	NPC46427
Remote Similarity	0.6121	NPC474082
Remote Similarity	0.6121	NPC175726
Remote Similarity	0.6114	NPC57976
Remote Similarity	0.6111	NPC237420
Remote Similarity	0.6111	NPC300443
Remote Similarity	0.6108	NPC143457
Remote Similarity	0.6108	NPC73655
Remote Similarity	0.6098	NPC202521
Remote Similarity	0.6085	NPC473693
Remote Similarity	0.6085	NPC471568
Remote Similarity	0.6084	NPC222466
Remote Similarity	0.6077	NPC145178
Remote Similarity	0.6077	NPC14877
Remote Similarity	0.6077	NPC475350
Remote Similarity	0.6062	NPC475421
Remote Similarity	0.6059	NPC255447
Remote Similarity	0.6051	NPC470112
Remote Similarity	0.6051	NPC470903
Remote Similarity	0.6051	NPC167763
Remote Similarity	0.6048	NPC47667
Remote Similarity	0.6048	NPC101719
Remote Similarity	0.6037	NPC190663
Remote Similarity	0.6037	NPC476990
Remote Similarity	0.6036	NPC213969
Remote Similarity	0.6036	NPC165726
Remote Similarity	0.6024	NPC35996
Remote Similarity	0.6012	NPC314992
Remote Similarity	0.6	NPC276949
Remote Similarity	0.6	NPC35850
Remote Similarity	0.5991	NPC251036
Remote Similarity	0.5989	NPC473341
Remote Similarity	0.5977	NPC43755
Remote Similarity	0.5969	NPC89831
Remote Similarity	0.5968	NPC469901
Remote Similarity	0.5964	NPC160493
Remote Similarity	0.5963	NPC33742
Remote Similarity	0.5959	NPC469900
Remote Similarity	0.5957	NPC5719
Remote Similarity	0.5957	NPC22883
Remote Similarity	0.5957	NPC217804
Remote Similarity	0.5957	NPC472923
Remote Similarity	0.5957	NPC210377
Remote Similarity	0.5957	NPC63931
Remote Similarity	0.5954	NPC477680
Remote Similarity	0.5952	NPC478005
Remote Similarity	0.5951	NPC470545
Remote Similarity	0.5947	NPC315388
Remote Similarity	0.5943	NPC132636
Remote Similarity	0.5943	NPC281104
Remote Similarity	0.5939	NPC477061
Remote Similarity	0.5939	NPC45777
Remote Similarity	0.5939	NPC245741
Remote Similarity	0.5938	NPC137627
Remote Similarity	0.5933	NPC246303
Remote Similarity	0.5926	NPC197470
Remote Similarity	0.5926	NPC15068
Remote Similarity	0.5921	NPC322598
Remote Similarity	0.5917	NPC65310
Remote Similarity	0.5916	NPC475204
Remote Similarity	0.5916	NPC196091
Remote Similarity	0.5916	NPC475123
Remote Similarity	0.5915	NPC470546
Remote Similarity	0.5914	NPC62104
Remote Similarity	0.5914	NPC1390
Remote Similarity	0.5914	NPC24617
Remote Similarity	0.5909	NPC299806
Remote Similarity	0.5907	NPC476227
Remote Similarity	0.5906	NPC200589
Remote Similarity	0.5895	NPC209463
Remote Similarity	0.5895	NPC63040
Remote Similarity	0.589	NPC285926
Remote Similarity	0.589	NPC315276
Remote Similarity	0.589	NPC14672
Remote Similarity	0.589	NPC470544
Remote Similarity	0.589	NPC2265

Drug Structure

NPD4508 OpenBabel08211705262D 32 35 0 0 1 0 0 0 0 0999 V2000 -7.0232 -2.9664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 -3.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4049 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9332 -1.6204 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3124 -3.2374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9996 -1.2620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3789 -2.8790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4502 -2.0776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0896 -2.6081 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1554 -3.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2224 -1.8913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2888 -1.5330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 -1.4483 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7071 -1.7071 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.9511 0.3090 0.0000 C 0 0 1 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 1.0000 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0300 -0.5670 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 -0.8966 -4.3461 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2382 1.4680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5909 2.0032 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 1.7431 -2.2872 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6942 -1.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 -2.6730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0314 -0.5147 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9511 -1.3090 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 11 1 0 0 0 0 3 21 1 0 0 0 0 4 21 1 0 0 0 0 5 7 1 0 0 0 0 5 10 2 0 0 0 0 6 8 2 0 0 0 0 6 10 1 0 0 0 0 7 12 2 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 9 14 1 0 0 0 0 11 24 2 0 0 0 0 11 30 1 0 0 0 0 12 13 1 0 0 0 0 13 22 2 0 0 0 0 14 16 1 0 0 0 0 14 31 1 0 0 0 0 15 16 1 6 0 0 0 15 18 1 0 0 0 0 15 19 1 0 0 0 0 16 30 1 0 0 0 0 17 20 1 1 0 0 0 17 21 1 0 0 0 0 17 23 1 0 0 0 0 18 23 1 0 0 0 0 18 25 2 0 0 0 0 19 23 1 0 0 0 0 19 32 1 0 0 0 0 20 26 2 0 0 0 0 20 27 1 0 0 0 0 21 32 1 0 0 0 0 22 31 1 0 0 0 0 28 32 2 0 0 0 0 29 32 2 0 0 0 0 M CHG 1 27 -1 M END $$$$

External Identifiers

TTD	DIB005118
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	463.12
ALogP	-1.318
MLogP	2.56
XLogP	1.864
HDA	8
HBD	0
Rotatable Bonds	11
TPSA	150.85
RO5 Violation	0