NPASS drugs

Drug Information

Drug ID:	NPD5566
Drug Name:
Molecular Formula:	C23H26ClN3O5S
Canonical SMILES:	Clc1cc2OCCOc2c(c1)N1CCN(CC1)CCCCN1C(=O)c2c(S1(=O)=O)cccc2
Standard InCHI:	InChI=1S/C23H26ClN3O5S/c24-17-15-19(22-20(16-17)31-13-14-32-22)26-11-9-25(10-12-26)7-3-4-8-27-23(28)18-5-1-2-6-21(18)33(27,29)30/h1-2,5-6,15-16H,3-4,7-14H2
Standard InCHIKey:	LYXKFNHUJJDTIA-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5566

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	407
0.1-0.2	3117
0.2-0.3	9603
0.3-0.4	3803
0.4-0.5	12034
0.5-0.6	1788
0.6-0.7	138
0.7-0.8	0
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
Remote Similarity	0.681	NPC73280
Remote Similarity	0.6696	NPC268077
Remote Similarity	0.6652	NPC207971
Remote Similarity	0.6623	NPC473422
Remote Similarity	0.6622	NPC5374
Remote Similarity	0.6583	NPC26928
Remote Similarity	0.6578	NPC71124
Remote Similarity	0.6556	NPC248903
Remote Similarity	0.6555	NPC99724
Remote Similarity	0.6527	NPC148124
Remote Similarity	0.6526	NPC471648
Remote Similarity	0.6502	NPC473004
Remote Similarity	0.6496	NPC470481
Remote Similarity	0.6496	NPC470482
Remote Similarity	0.6473	NPC254957
Remote Similarity	0.6456	NPC313327
Remote Similarity	0.6453	NPC471532
Remote Similarity	0.6438	NPC314659
Remote Similarity	0.6435	NPC41216
Remote Similarity	0.6429	NPC195120
Remote Similarity	0.6429	NPC87560
Remote Similarity	0.6426	NPC159815
Remote Similarity	0.6415	NPC299582
Remote Similarity	0.6398	NPC268223
Remote Similarity	0.6393	NPC197335
Remote Similarity	0.6376	NPC287152
Remote Similarity	0.6364	NPC473460
Remote Similarity	0.636	NPC100863
Remote Similarity	0.636	NPC112937
Remote Similarity	0.6356	NPC10732
Remote Similarity	0.6349	NPC329830
Remote Similarity	0.6347	NPC5167
Remote Similarity	0.6316	NPC161804
Remote Similarity	0.6314	NPC82541
Remote Similarity	0.6311	NPC476436
Remote Similarity	0.6307	NPC157983
Remote Similarity	0.6307	NPC118154
Remote Similarity	0.6306	NPC473007
Remote Similarity	0.6304	NPC127178
Remote Similarity	0.6304	NPC67904
Remote Similarity	0.63	NPC230313
Remote Similarity	0.6292	NPC134702
Remote Similarity	0.6286	NPC13249
Remote Similarity	0.6281	NPC46259
Remote Similarity	0.6278	NPC116007
Remote Similarity	0.6276	NPC471531
Remote Similarity	0.6273	NPC85613
Remote Similarity	0.6267	NPC473008
Remote Similarity	0.6267	NPC473569
Remote Similarity	0.6266	NPC163829
Remote Similarity	0.6265	NPC476220
Remote Similarity	0.6265	NPC160113
Remote Similarity	0.6255	NPC250960
Remote Similarity	0.6255	NPC71539
Remote Similarity	0.6245	NPC266994
Remote Similarity	0.624	NPC10653
Remote Similarity	0.624	NPC154922
Remote Similarity	0.624	NPC318525
Remote Similarity	0.6234	NPC148391
Remote Similarity	0.6229	NPC471561
Remote Similarity	0.6226	NPC301163
Remote Similarity	0.6224	NPC182853
Remote Similarity	0.6218	NPC116178
Remote Similarity	0.6217	NPC234933
Remote Similarity	0.6214	NPC118189
Remote Similarity	0.6213	NPC308943
Remote Similarity	0.6205	NPC262725
Remote Similarity	0.6205	NPC83511
Remote Similarity	0.6204	NPC122886
Remote Similarity	0.6201	NPC477258
Remote Similarity	0.6199	NPC222524
Remote Similarity	0.6199	NPC166169
Remote Similarity	0.6195	NPC45389
Remote Similarity	0.6194	NPC74216
Remote Similarity	0.6192	NPC114468
Remote Similarity	0.6192	NPC321166
Remote Similarity	0.6192	NPC217903
Remote Similarity	0.6192	NPC473006
Remote Similarity	0.6192	NPC30749
Remote Similarity	0.6185	NPC476429
Remote Similarity	0.618	NPC473005
Remote Similarity	0.6173	NPC476069
Remote Similarity	0.6171	NPC270301
Remote Similarity	0.6167	NPC55470
Remote Similarity	0.6167	NPC2905
Remote Similarity	0.6166	NPC476258
Remote Similarity	0.6166	NPC304837
Remote Similarity	0.616	NPC475133
Remote Similarity	0.616	NPC477160
Remote Similarity	0.6157	NPC198401
Remote Similarity	0.615	NPC477259
Remote Similarity	0.615	NPC169387
Remote Similarity	0.615	NPC471650
Remote Similarity	0.6148	NPC7560
Remote Similarity	0.6148	NPC76478
Remote Similarity	0.6144	NPC198160
Remote Similarity	0.6138	NPC231924
Remote Similarity	0.6136	NPC473432
Remote Similarity	0.6133	NPC87391
Remote Similarity	0.6118	NPC100573
Remote Similarity	0.6118	NPC207873
Remote Similarity	0.6118	NPC329567
Remote Similarity	0.6118	NPC330683
Remote Similarity	0.6118	NPC113455
Remote Similarity	0.6116	NPC195636
Remote Similarity	0.6102	NPC158551
Remote Similarity	0.6099	NPC288305
Remote Similarity	0.6096	NPC329631
Remote Similarity	0.6094	NPC138830
Remote Similarity	0.6091	NPC77777
Remote Similarity	0.6087	NPC243626
Remote Similarity	0.6083	NPC305542
Remote Similarity	0.6079	NPC477186
Remote Similarity	0.6076	NPC478075
Remote Similarity	0.6059	NPC475147
Remote Similarity	0.6054	NPC283810
Remote Similarity	0.6053	NPC174629
Remote Similarity	0.6049	NPC126556
Remote Similarity	0.6047	NPC120239
Remote Similarity	0.6044	NPC302235
Remote Similarity	0.6043	NPC471825
Remote Similarity	0.6043	NPC15987
Remote Similarity	0.6042	NPC295479
Remote Similarity	0.6042	NPC220241
Remote Similarity	0.6041	NPC128115
Remote Similarity	0.604	NPC470821
Remote Similarity	0.6035	NPC21425
Remote Similarity	0.6034	NPC477161
Remote Similarity	0.6034	NPC472191
Remote Similarity	0.6026	NPC1820
Remote Similarity	0.6024	NPC470480
Remote Similarity	0.6017	NPC264176
Remote Similarity	0.6008	NPC212123
Remote Similarity	0.6008	NPC16249
Remote Similarity	0.6	NPC471762
Remote Similarity	0.6	NPC66777
Remote Similarity	0.6	NPC475609
Remote Similarity	0.6	NPC204970
Remote Similarity	0.5992	NPC124300
Remote Similarity	0.599	NPC266425
Remote Similarity	0.5984	NPC291173
Remote Similarity	0.5984	NPC285254
Remote Similarity	0.5983	NPC241263
Remote Similarity	0.5983	NPC208890
Remote Similarity	0.5982	NPC471651
Remote Similarity	0.5981	NPC471649
Remote Similarity	0.5972	NPC93653
Remote Similarity	0.5969	NPC291609
Remote Similarity	0.5968	NPC172222
Remote Similarity	0.5967	NPC189661
Remote Similarity	0.5966	NPC24228
Remote Similarity	0.595	NPC127996
Remote Similarity	0.5947	NPC102760
Remote Similarity	0.5947	NPC303374
Remote Similarity	0.5945	NPC34770
Remote Similarity	0.5944	NPC115588
Remote Similarity	0.5944	NPC19175
Remote Similarity	0.5941	NPC222561
Remote Similarity	0.594	NPC23080
Remote Similarity	0.594	NPC193906
Remote Similarity	0.5936	NPC471652
Remote Similarity	0.5935	NPC288110
Remote Similarity	0.5935	NPC203424
Remote Similarity	0.5935	NPC206372
Remote Similarity	0.5934	NPC269449
Remote Similarity	0.5931	NPC206109
Remote Similarity	0.5931	NPC114039
Remote Similarity	0.593	NPC166712
Remote Similarity	0.5928	NPC471604
Remote Similarity	0.5924	NPC14339
Remote Similarity	0.5923	NPC310618
Remote Similarity	0.5917	NPC90185
Remote Similarity	0.5911	NPC70092
Remote Similarity	0.5907	NPC470708
Remote Similarity	0.59	NPC195787
Remote Similarity	0.59	NPC246140
Remote Similarity	0.5898	NPC184680
Remote Similarity	0.5896	NPC257851
Remote Similarity	0.5893	NPC329992
Remote Similarity	0.589	NPC24954
Remote Similarity	0.5889	NPC313627
Remote Similarity	0.5888	NPC119669
Remote Similarity	0.5887	NPC22476
Remote Similarity	0.5885	NPC119722
Remote Similarity	0.5882	NPC474858
Remote Similarity	0.5882	NPC206941
Remote Similarity	0.5878	NPC148183
Remote Similarity	0.5878	NPC152768
Remote Similarity	0.5875	NPC470785
Remote Similarity	0.5874	NPC164608
Remote Similarity	0.5873	NPC194740
Remote Similarity	0.587	NPC222046
Remote Similarity	0.5869	NPC477395
Remote Similarity	0.5862	NPC58209
Remote Similarity	0.5859	NPC27887
Remote Similarity	0.5854	NPC305984
Remote Similarity	0.5853	NPC41501
Remote Similarity	0.5853	NPC471614
Remote Similarity	0.5853	NPC49583
Remote Similarity	0.5852	NPC149571

Drug Structure

NPD5566 OpenBabel08211708292D 33 37 0 0 0 0 0 0 0 0999 V2000 1.3090 -2.6831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -2.6831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9230 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0570 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8090 -1.8171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1910 -1.8171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7891 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6551 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5211 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5211 0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3871 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8512 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9852 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2532 -0.9122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9852 -0.9122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1192 -1.4122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2532 0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9852 0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1192 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6180 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1192 -2.4122 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.6551 1.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3871 0.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 0.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5691 0.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.8512 0.5878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1192 1.5878 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 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 18 2 0 0 0 0 6 21 2 0 0 0 0 7 25 1 0 0 0 0 8 27 1 0 0 0 0 9 11 1 0 0 0 0 9 25 1 0 0 0 0 10 12 1 0 0 0 0 10 25 1 0 0 0 0 11 26 1 0 0 0 0 12 26 1 0 0 0 0 13 14 1 0 0 0 0 13 31 1 0 0 0 0 14 32 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 20 2 0 0 0 0 17 24 1 0 0 0 0 18 21 1 0 0 0 0 18 23 1 0 0 0 0 19 22 2 0 0 0 0 19 26 1 0 0 0 0 20 22 1 0 0 0 0 20 31 1 0 0 0 0 21 33 1 0 0 0 0 22 32 1 0 0 0 0 23 27 1 0 0 0 0 23 28 2 0 0 0 0 27 33 1 0 0 0 0 29 33 2 0 0 0 0 30 33 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000578
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9848499
ChEBI
CAS Number

Drug Properties

Molecular Weight	491.13
ALogP	-1.0807
MLogP	2.89
XLogP	2.368
HDA	6
HBD	0
Rotatable Bonds	7
TPSA	87.77
RO5 Violation	0