NPASS drugs

Drug Information

Drug ID:	NPD6822
Drug Name:
Molecular Formula:	C27H32N2O6S2
Canonical SMILES:	CC[N+](=C1C=CC(=C(c2cc(ccc2S(=O)(=O)[O-])S(=O)(=O)[O-])c2ccc(cc2)N(CC)CC)C=C1)CC
Standard InCHI:	InChI=1S/C27H32N2O6S2/c1-5-28(6-2)22-13-9-20(10-14-22)27(21-11-15-23(16-12-21)29(7-3)8-4)25-19-24(36(30,31)32)17-18-26(25)37(33,34)35/h9-19H,5-8H2,1-4H3,(H-,30,31,32,33,34,35)/p-1
Standard InCHIKey:	YFKDCGWIINMRQY-UHFFFAOYSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6822

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	409
0.1-0.2	3726
0.2-0.3	12502
0.3-0.4	9809
0.4-0.5	3446
0.5-0.6	930
0.6-0.7	62
0.7-0.8	6
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	0.7234	NPC328590
Intermediate Similarity	0.7185	NPC192209
Intermediate Similarity	0.7143	NPC187036
Intermediate Similarity	0.7087	NPC291610
Intermediate Similarity	0.7059	NPC313449
Intermediate Similarity	0.7015	NPC296163
Remote Similarity	0.6954	NPC478040
Remote Similarity	0.6788	NPC288232
Remote Similarity	0.6667	NPC473429
Remote Similarity	0.6646	NPC469897
Remote Similarity	0.6642	NPC302790
Remote Similarity	0.6599	NPC9856
Remote Similarity	0.6579	NPC251722
Remote Similarity	0.6579	NPC314102
Remote Similarity	0.6575	NPC476950
Remote Similarity	0.6525	NPC264580
Remote Similarity	0.651	NPC53044
Remote Similarity	0.6486	NPC473417
Remote Similarity	0.6479	NPC226143
Remote Similarity	0.6463	NPC476140
Remote Similarity	0.6438	NPC122718
Remote Similarity	0.6419	NPC150863
Remote Similarity	0.6369	NPC477977
Remote Similarity	0.6341	NPC316910
Remote Similarity	0.6324	NPC434
Remote Similarity	0.6312	NPC218710
Remote Similarity	0.6303	NPC474791
Remote Similarity	0.6294	NPC81561
Remote Similarity	0.6276	NPC215519
Remote Similarity	0.6276	NPC475915
Remote Similarity	0.6267	NPC472245
Remote Similarity	0.6267	NPC280807
Remote Similarity	0.625	NPC162689
Remote Similarity	0.625	NPC54102
Remote Similarity	0.6242	NPC478079
Remote Similarity	0.6234	NPC325599
Remote Similarity	0.6224	NPC148140
Remote Similarity	0.6211	NPC321617
Remote Similarity	0.6209	NPC184437
Remote Similarity	0.6178	NPC104483
Remote Similarity	0.6174	NPC252794
Remote Similarity	0.6172	NPC191444
Remote Similarity	0.617	NPC314141
Remote Similarity	0.6159	NPC164802
Remote Similarity	0.6159	NPC314431
Remote Similarity	0.6124	NPC470926
Remote Similarity	0.6094	NPC176858
Remote Similarity	0.6087	NPC79618
Remote Similarity	0.6087	NPC469735
Remote Similarity	0.6076	NPC471574
Remote Similarity	0.6065	NPC300299
Remote Similarity	0.6062	NPC20144
Remote Similarity	0.6054	NPC257490
Remote Similarity	0.6051	NPC150259
Remote Similarity	0.6051	NPC83214
Remote Similarity	0.6049	NPC469740
Remote Similarity	0.6047	NPC78154
Remote Similarity	0.6038	NPC2949
Remote Similarity	0.6038	NPC59084
Remote Similarity	0.6037	NPC33421
Remote Similarity	0.6026	NPC145754
Remote Similarity	0.6026	NPC198988
Remote Similarity	0.6013	NPC169433
Remote Similarity	0.6012	NPC21605
Remote Similarity	0.6	NPC476566
Remote Similarity	0.6	NPC63157
Remote Similarity	0.6	NPC313352
Remote Similarity	0.6	NPC473868
Remote Similarity	0.5988	NPC478039
Remote Similarity	0.5988	NPC51054
Remote Similarity	0.5975	NPC32002
Remote Similarity	0.5975	NPC315348
Remote Similarity	0.5975	NPC88097
Remote Similarity	0.5975	NPC316811
Remote Similarity	0.5974	NPC22079
Remote Similarity	0.5974	NPC282398
Remote Similarity	0.5963	NPC314186
Remote Similarity	0.5963	NPC136002
Remote Similarity	0.5959	NPC297486
Remote Similarity	0.5959	NPC240136
Remote Similarity	0.5959	NPC471402
Remote Similarity	0.5939	NPC148592
Remote Similarity	0.5939	NPC206592
Remote Similarity	0.5938	NPC43655
Remote Similarity	0.5938	NPC238499
Remote Similarity	0.5935	NPC179365
Remote Similarity	0.5935	NPC475450
Remote Similarity	0.5933	NPC290094
Remote Similarity	0.5933	NPC46358
Remote Similarity	0.5918	NPC291962
Remote Similarity	0.5918	NPC91958
Remote Similarity	0.5918	NPC177684
Remote Similarity	0.5917	NPC6436
Remote Similarity	0.5912	NPC472243
Remote Similarity	0.5912	NPC243162
Remote Similarity	0.5912	NPC130251
Remote Similarity	0.5912	NPC474430
Remote Similarity	0.5901	NPC88121
Remote Similarity	0.5894	NPC470343
Remote Similarity	0.5894	NPC476322
Remote Similarity	0.5894	NPC472244
Remote Similarity	0.5891	NPC30445
Remote Similarity	0.589	NPC31651
Remote Similarity	0.589	NPC285731
Remote Similarity	0.589	NPC469525
Remote Similarity	0.5886	NPC325252
Remote Similarity	0.5878	NPC258531
Remote Similarity	0.5878	NPC161956
Remote Similarity	0.5878	NPC112373
Remote Similarity	0.5878	NPC317564
Remote Similarity	0.5875	NPC301760
Remote Similarity	0.5875	NPC73767
Remote Similarity	0.5871	NPC69914
Remote Similarity	0.587	NPC328877
Remote Similarity	0.5868	NPC161108
Remote Similarity	0.585	NPC228515
Remote Similarity	0.5848	NPC476231
Remote Similarity	0.5846	NPC315403
Remote Similarity	0.5846	NPC107135
Remote Similarity	0.5844	NPC187231
Remote Similarity	0.5843	NPC40070
Remote Similarity	0.5839	NPC239854
Remote Similarity	0.5839	NPC469761
Remote Similarity	0.5839	NPC469768
Remote Similarity	0.5839	NPC469779
Remote Similarity	0.5839	NPC469784
Remote Similarity	0.5839	NPC469780
Remote Similarity	0.5839	NPC469767
Remote Similarity	0.5839	NPC469783
Remote Similarity	0.5833	NPC38736
Remote Similarity	0.5833	NPC57051
Remote Similarity	0.5833	NPC256893
Remote Similarity	0.5824	NPC56765
Remote Similarity	0.5824	NPC318065
Remote Similarity	0.5824	NPC206819
Remote Similarity	0.5817	NPC469949
Remote Similarity	0.5817	NPC250361
Remote Similarity	0.5817	NPC202957
Remote Similarity	0.5817	NPC169625
Remote Similarity	0.5808	NPC470233
Remote Similarity	0.5808	NPC117032
Remote Similarity	0.5806	NPC476131
Remote Similarity	0.5806	NPC473587
Remote Similarity	0.5802	NPC469766
Remote Similarity	0.58	NPC48564
Remote Similarity	0.58	NPC265605
Remote Similarity	0.58	NPC182570
Remote Similarity	0.5796	NPC473930
Remote Similarity	0.5793	NPC470440
Remote Similarity	0.5786	NPC218268
Remote Similarity	0.5786	NPC287358
Remote Similarity	0.5783	NPC37548
Remote Similarity	0.5783	NPC124005
Remote Similarity	0.5781	NPC229477
Remote Similarity	0.5776	NPC2823
Remote Similarity	0.5776	NPC110126
Remote Similarity	0.5774	NPC281094
Remote Similarity	0.5774	NPC200214
Remote Similarity	0.5772	NPC316582
Remote Similarity	0.5769	NPC297532
Remote Similarity	0.5769	NPC476687
Remote Similarity	0.5769	NPC476689
Remote Similarity	0.5769	NPC475428
Remote Similarity	0.5769	NPC32858
Remote Similarity	0.5769	NPC194857
Remote Similarity	0.5769	NPC476685
Remote Similarity	0.5769	NPC111233
Remote Similarity	0.5765	NPC286427
Remote Similarity	0.5765	NPC104345
Remote Similarity	0.5762	NPC41174
Remote Similarity	0.5758	NPC254798
Remote Similarity	0.575	NPC84911
Remote Similarity	0.575	NPC469560
Remote Similarity	0.5749	NPC53947
Remote Similarity	0.5746	NPC329430
Remote Similarity	0.5742	NPC89490
Remote Similarity	0.5742	NPC473762
Remote Similarity	0.5741	NPC472241
Remote Similarity	0.574	NPC476219
Remote Similarity	0.5732	NPC472242
Remote Similarity	0.5732	NPC116519
Remote Similarity	0.5732	NPC242556
Remote Similarity	0.5731	NPC221786
Remote Similarity	0.5731	NPC474880
Remote Similarity	0.5731	NPC475990
Remote Similarity	0.5724	NPC192533
Remote Similarity	0.5723	NPC470111
Remote Similarity	0.5723	NPC471123
Remote Similarity	0.5723	NPC471957
Remote Similarity	0.5714	NPC474695
Remote Similarity	0.5714	NPC313673
Remote Similarity	0.5714	NPC470823
Remote Similarity	0.5714	NPC147957
Remote Similarity	0.5706	NPC172937
Remote Similarity	0.5706	NPC94167
Remote Similarity	0.5706	NPC277157
Remote Similarity	0.5705	NPC475105
Remote Similarity	0.5705	NPC329896
Remote Similarity	0.5705	NPC143603
Remote Similarity	0.5705	NPC475090

Drug Structure

NPD6822 OpenBabel08211710072D 37 39 0 0 0 0 0 0 0 0999 V2000 -0.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -5.1962 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 7.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 5.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.0000 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 4.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 28 1 0 0 0 0 6 28 1 0 0 0 0 7 29 1 0 0 0 0 8 29 1 0 0 0 0 9 13 2 0 0 0 0 9 20 1 0 0 0 0 10 14 2 0 0 0 0 10 20 1 0 0 0 0 11 15 1 0 0 0 0 11 21 2 0 0 0 0 12 16 2 0 0 0 0 12 21 1 0 0 0 0 13 22 1 0 0 0 0 14 22 1 0 0 0 0 15 23 2 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 17 24 1 0 0 0 0 18 26 1 0 0 0 0 19 24 2 0 0 0 0 19 25 1 0 0 0 0 20 27 2 3 0 0 0 21 27 1 0 0 0 0 22 28 2 0 0 0 0 23 29 1 0 0 0 0 24 36 1 0 0 0 0 25 26 2 0 0 0 0 25 27 1 0 0 0 0 26 37 1 0 0 0 0 30 36 2 0 0 0 0 31 36 1 0 0 0 0 32 36 2 0 0 0 0 33 37 1 0 0 0 0 34 37 2 0 0 0 0 35 37 2 0 0 0 0 M CHG 3 28 1 31 -1 33 -1 M END $$$$

External Identifiers

TTD	DIB010163
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	543.16
ALogP	-2.3486
MLogP	3.33
XLogP	3.294
HDA	7
HBD	0
Rotatable Bonds	15
TPSA	137.41
RO5 Violation	0