NPASS drugs

Drug Information

Drug ID:	NPD8355
Drug Name:
Molecular Formula:	C43H48N2O6S2
Canonical SMILES:	[O-]S(=O)(=O)CCCCN1c2ccc3c(c2C(C1=CC=CC=CC=CC1=[N+](CCCCS(=O)(=O)[O-])c2c(C1(C)C)c1ccccc1cc2)(C)C)cccc3
Standard InCHI:	InChI=1S/C43H48N2O6S2/c1-42(2)38(44(28-14-16-30-52(46,47)48)36-26-24-32-18-10-12-20-34(32)40(36)42)22-8-6-5-7-9-23-39-43(3,4)41-35-21-13-11-19-33(35)25-27-37(41)45(39)29-15-17-31-53(49,50)51/h5-13,18-27H,14-17,28-31H2,1-4H3,(H-,46,47,48,49,50,51)/p-1
Standard InCHIKey:	BDBMLMBYCXNVMC-UHFFFAOYSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8355

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	516
0.1-0.2	2791
0.2-0.3	13359
0.3-0.4	9608
0.4-0.5	3117
0.5-0.6	1329
0.6-0.7	163
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	0.7391	NPC206592
Intermediate Similarity	0.7285	NPC9856
Intermediate Similarity	0.725	NPC469735
Intermediate Similarity	0.7241	NPC264580
Intermediate Similarity	0.7205	NPC469740
Intermediate Similarity	0.7055	NPC192209
Intermediate Similarity	0.7014	NPC187036
Remote Similarity	0.6928	NPC478079
Remote Similarity	0.6897	NPC296163
Remote Similarity	0.6867	NPC33421
Remote Similarity	0.6824	NPC313449
Remote Similarity	0.681	NPC477977
Remote Similarity	0.677	NPC243162
Remote Similarity	0.6689	NPC288232
Remote Similarity	0.6667	NPC328590
Remote Similarity	0.6647	NPC477134
Remote Similarity	0.6626	NPC312092
Remote Similarity	0.6609	NPC472587
Remote Similarity	0.6608	NPC51054
Remote Similarity	0.6608	NPC184476
Remote Similarity	0.659	NPC44773
Remote Similarity	0.659	NPC215584
Remote Similarity	0.6585	NPC473429
Remote Similarity	0.6564	NPC169433
Remote Similarity	0.6536	NPC475915
Remote Similarity	0.6532	NPC6436
Remote Similarity	0.6532	NPC41257
Remote Similarity	0.6524	NPC104483
Remote Similarity	0.6506	NPC20144
Remote Similarity	0.6503	NPC314102
Remote Similarity	0.6503	NPC251722
Remote Similarity	0.6497	NPC476950
Remote Similarity	0.6491	NPC200743
Remote Similarity	0.6483	NPC79618
Remote Similarity	0.6483	NPC434
Remote Similarity	0.6474	NPC286427
Remote Similarity	0.6474	NPC104345
Remote Similarity	0.6474	NPC122718
Remote Similarity	0.6467	NPC116519
Remote Similarity	0.6461	NPC280548
Remote Similarity	0.646	NPC473930
Remote Similarity	0.6446	NPC478040
Remote Similarity	0.6438	NPC53044
Remote Similarity	0.6437	NPC206819
Remote Similarity	0.6437	NPC56765
Remote Similarity	0.6437	NPC318065
Remote Similarity	0.6398	NPC179365
Remote Similarity	0.6398	NPC475450
Remote Similarity	0.6386	NPC2949
Remote Similarity	0.6358	NPC38736
Remote Similarity	0.6353	NPC109787
Remote Similarity	0.6343	NPC474791
Remote Similarity	0.6328	NPC90723
Remote Similarity	0.6325	NPC471574
Remote Similarity	0.6316	NPC124005
Remote Similarity	0.6307	NPC229173
Remote Similarity	0.6294	NPC129042
Remote Similarity	0.6289	NPC145754
Remote Similarity	0.6283	NPC473178
Remote Similarity	0.6279	NPC66936
Remote Similarity	0.6278	NPC194411
Remote Similarity	0.6273	NPC473587
Remote Similarity	0.6265	NPC130251
Remote Similarity	0.6264	NPC475097
Remote Similarity	0.6264	NPC473297
Remote Similarity	0.6257	NPC21605
Remote Similarity	0.625	NPC474880
Remote Similarity	0.625	NPC475990
Remote Similarity	0.625	NPC239854
Remote Similarity	0.625	NPC221786
Remote Similarity	0.625	NPC291610
Remote Similarity	0.6243	NPC126492
Remote Similarity	0.6235	NPC475428
Remote Similarity	0.6235	NPC469525
Remote Similarity	0.6233	NPC474695
Remote Similarity	0.623	NPC56618
Remote Similarity	0.6229	NPC477156
Remote Similarity	0.6229	NPC477157
Remote Similarity	0.6228	NPC301760
Remote Similarity	0.6222	NPC63047
Remote Similarity	0.6222	NPC475248
Remote Similarity	0.6221	NPC187951
Remote Similarity	0.6218	NPC215519
Remote Similarity	0.6216	NPC302790
Remote Similarity	0.6213	NPC136002
Remote Similarity	0.6211	NPC473762
Remote Similarity	0.6205	NPC150259
Remote Similarity	0.6201	NPC475420
Remote Similarity	0.6196	NPC68354
Remote Similarity	0.619	NPC473177
Remote Similarity	0.619	NPC59084
Remote Similarity	0.6188	NPC474897
Remote Similarity	0.6185	NPC53947
Remote Similarity	0.6182	NPC198988
Remote Similarity	0.618	NPC469741
Remote Similarity	0.618	NPC476231
Remote Similarity	0.618	NPC16667
Remote Similarity	0.6175	NPC37423
Remote Similarity	0.6175	NPC275305
Remote Similarity	0.6159	NPC184437
Remote Similarity	0.6158	NPC67056
Remote Similarity	0.6154	NPC473868
Remote Similarity	0.6154	NPC63157
Remote Similarity	0.6154	NPC469766
Remote Similarity	0.615	NPC19679
Remote Similarity	0.614	NPC285731
Remote Similarity	0.614	NPC264589
Remote Similarity	0.6135	NPC22079
Remote Similarity	0.6133	NPC473484
Remote Similarity	0.6131	NPC186284
Remote Similarity	0.6131	NPC88097
Remote Similarity	0.6131	NPC22082
Remote Similarity	0.6127	NPC37548
Remote Similarity	0.6125	NPC252794
Remote Similarity	0.6124	NPC255229
Remote Similarity	0.6124	NPC225319
Remote Similarity	0.6124	NPC81229
Remote Similarity	0.612	NPC473880
Remote Similarity	0.612	NPC473743
Remote Similarity	0.6117	NPC472294
Remote Similarity	0.6108	NPC469560
Remote Similarity	0.6107	NPC164802
Remote Similarity	0.6105	NPC212799
Remote Similarity	0.6105	NPC288838
Remote Similarity	0.6102	NPC216643
Remote Similarity	0.6095	NPC469767
Remote Similarity	0.6095	NPC469761
Remote Similarity	0.6095	NPC469768
Remote Similarity	0.6095	NPC469783
Remote Similarity	0.6095	NPC469784
Remote Similarity	0.6095	NPC469780
Remote Similarity	0.6095	NPC469779
Remote Similarity	0.6092	NPC40070
Remote Similarity	0.609	NPC54102
Remote Similarity	0.609	NPC162689
Remote Similarity	0.6089	NPC194881
Remote Similarity	0.6087	NPC250361
Remote Similarity	0.6082	NPC242556
Remote Similarity	0.6078	NPC31385
Remote Similarity	0.6078	NPC75726
Remote Similarity	0.6078	NPC110602
Remote Similarity	0.6075	NPC215795
Remote Similarity	0.6075	NPC176199
Remote Similarity	0.6061	NPC313352
Remote Similarity	0.6057	NPC470823
Remote Similarity	0.6056	NPC162799
Remote Similarity	0.6048	NPC325252
Remote Similarity	0.6037	NPC282398
Remote Similarity	0.6036	NPC73767
Remote Similarity	0.6034	NPC473320
Remote Similarity	0.6033	NPC242269
Remote Similarity	0.603	NPC52801
Remote Similarity	0.6026	NPC81561
Remote Similarity	0.6023	NPC311330
Remote Similarity	0.6023	NPC200214
Remote Similarity	0.6022	NPC470508
Remote Similarity	0.602	NPC229332
Remote Similarity	0.6011	NPC222029
Remote Similarity	0.6011	NPC129721
Remote Similarity	0.6011	NPC316910
Remote Similarity	0.6	NPC473189
Remote Similarity	0.6	NPC282339
Remote Similarity	0.6	NPC477155
Remote Similarity	0.6	NPC313673
Remote Similarity	0.6	NPC148592
Remote Similarity	0.6	NPC195314
Remote Similarity	0.6	NPC238499
Remote Similarity	0.6	NPC99632
Remote Similarity	0.6	NPC85066
Remote Similarity	0.6	NPC181502
Remote Similarity	0.599	NPC323927
Remote Similarity	0.5989	NPC470507
Remote Similarity	0.5989	NPC476219
Remote Similarity	0.5989	NPC207726
Remote Similarity	0.5988	NPC471123
Remote Similarity	0.5988	NPC476140
Remote Similarity	0.5979	NPC315617
Remote Similarity	0.5979	NPC314058
Remote Similarity	0.5979	NPC316018
Remote Similarity	0.5979	NPC471386
Remote Similarity	0.5979	NPC316359
Remote Similarity	0.5978	NPC92796
Remote Similarity	0.5978	NPC135141
Remote Similarity	0.5978	NPC201634
Remote Similarity	0.5978	NPC6982
Remote Similarity	0.5977	NPC471957
Remote Similarity	0.5977	NPC470111
Remote Similarity	0.5968	NPC320147
Remote Similarity	0.5967	NPC271734
Remote Similarity	0.5966	NPC216713
Remote Similarity	0.5965	NPC469537
Remote Similarity	0.5962	NPC476566
Remote Similarity	0.5962	NPC148140
Remote Similarity	0.5959	NPC474582
Remote Similarity	0.5957	NPC286994
Remote Similarity	0.5956	NPC201700
Remote Similarity	0.5955	NPC285469
Remote Similarity	0.5954	NPC472100
Remote Similarity	0.5954	NPC470440
Remote Similarity	0.5952	NPC218268

Drug Structure

NPD8355 OpenBabel08211713012D 53 58 0 0 0 0 0 0 0 0999 V2000 4.9898 2.7514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0943 1.7569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1487 4.4714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9577 5.0591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3648 3.8338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4137 3.5248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1079 3.1647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6706 4.1939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0590 3.4737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6078 -1.5556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.0696 6.2941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2769 -0.8125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0915 6.5020 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4282 1.0258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4282 0.0258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6297 -1.3477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.3786 5.3430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9679 0.1386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4223 5.7588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7195 3.8849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8021 2.8045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3425 -0.1887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.0185 3.6488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0335 0.7623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3494 2.9056 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5622 1.5258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2943 -0.4742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3206 -0.3966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7095 4.5999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9898 0.3465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7313 4.8078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3712 3.1136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7532 3.1136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0622 4.0646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0622 4.0646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 10.5622 2.5258 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.2943 -1.4742 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 12.2943 -2.4742 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2943 -1.4742 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 12.2943 -1.4742 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 42 1 0 0 0 0 2 42 1 0 0 0 0 3 43 1 0 0 0 0 4 43 1 0 0 0 0 5 6 2 3 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 3 0 0 0 8 22 2 3 0 0 0 9 23 1 0 0 0 0 10 12 2 0 0 0 0 10 18 1 0 0 0 0 11 13 2 0 0 0 0 11 19 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 16 1 0 0 0 0 14 28 1 0 0 0 0 15 17 1 0 0 0 0 15 29 1 0 0 0 0 16 30 1 0 0 0 0 17 31 1 0 0 0 0 18 32 2 0 0 0 0 19 33 2 0 0 0 0 20 34 2 0 0 0 0 21 35 2 0 0 0 0 22 38 1 0 0 0 0 23 39 2 3 0 0 0 24 26 2 0 0 0 0 24 32 1 0 0 0 0 25 27 2 0 0 0 0 25 33 1 0 0 0 0 26 36 1 0 0 0 0 27 37 1 0 0 0 0 28 44 1 0 0 0 0 29 45 1 0 0 0 0 30 52 1 0 0 0 0 31 53 1 0 0 0 0 32 34 1 0 0 0 0 33 35 1 0 0 0 0 34 40 1 0 0 0 0 35 41 1 0 0 0 0 36 40 2 0 0 0 0 36 44 1 0 0 0 0 37 41 2 0 0 0 0 37 45 1 0 0 0 0 38 42 1 0 0 0 0 38 44 2 0 0 0 0 39 43 1 0 0 0 0 39 45 1 0 0 0 0 40 42 1 0 0 0 0 41 43 1 0 0 0 0 46 52 2 0 0 0 0 47 52 1 0 0 0 0 48 52 2 0 0 0 0 49 53 1 0 0 0 0 50 53 2 0 0 0 0 51 53 2 0 0 0 0 M CHG 3 44 1 47 -1 49 -1 M END $$$$

External Identifiers

TTD	DIB000896
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	19190
ChEBI
CAS Number

Drug Properties

Molecular Weight	751.29
ALogP	-2.2935
MLogP	5.09
XLogP	10.54
HDA	7
HBD	0
Rotatable Bonds	20
TPSA	137.41
RO5 Violation	2