NPASS drugs

Drug Information

Drug ID:	NPD6821
Drug Name:	Isosulfan Blue
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-O
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6821

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	372
0.1-0.2	3265
0.2-0.3	12514
0.3-0.4	10223
0.4-0.5	3560
0.5-0.6	906
0.6-0.7	46
0.7-0.8	4
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	0.7324	NPC328590
Intermediate Similarity	0.7039	NPC478040
Intermediate Similarity	0.7029	NPC313449
Intermediate Similarity	0.7029	NPC192209
Remote Similarity	0.6985	NPC187036
Remote Similarity	0.6923	NPC291610
Remote Similarity	0.6861	NPC296163
Remote Similarity	0.6643	NPC288232
Remote Similarity	0.6554	NPC476950
Remote Similarity	0.6538	NPC473429
Remote Similarity	0.6524	NPC469897
Remote Similarity	0.6496	NPC302790
Remote Similarity	0.649	NPC53044
Remote Similarity	0.6467	NPC9856
Remote Similarity	0.6452	NPC314102
Remote Similarity	0.6452	NPC251722
Remote Similarity	0.64	NPC150863
Remote Similarity	0.6389	NPC264580
Remote Similarity	0.6358	NPC473417
Remote Similarity	0.6352	NPC477977
Remote Similarity	0.6345	NPC226143
Remote Similarity	0.6333	NPC476140
Remote Similarity	0.6309	NPC122718
Remote Similarity	0.625	NPC472245
Remote Similarity	0.625	NPC280807
Remote Similarity	0.6228	NPC316910
Remote Similarity	0.6196	NPC321617
Remote Similarity	0.6194	NPC184437
Remote Similarity	0.619	NPC474791
Remote Similarity	0.6187	NPC434
Remote Similarity	0.6181	NPC218710
Remote Similarity	0.6164	NPC81561
Remote Similarity	0.6149	NPC475915
Remote Similarity	0.6149	NPC215519
Remote Similarity	0.6144	NPC314431
Remote Similarity	0.6122	NPC162689
Remote Similarity	0.6122	NPC54102
Remote Similarity	0.6118	NPC478079
Remote Similarity	0.6115	NPC325599
Remote Similarity	0.6096	NPC148140
Remote Similarity	0.6074	NPC469735
Remote Similarity	0.6062	NPC104483
Remote Similarity	0.6053	NPC252794
Remote Similarity	0.6042	NPC314141
Remote Similarity	0.6037	NPC469740
Remote Similarity	0.6031	NPC191444
Remote Similarity	0.6031	NPC78154
Remote Similarity	0.6028	NPC164802
Remote Similarity	0.6026	NPC290094
Remote Similarity	0.6014	NPC474430
Remote Similarity	0.5987	NPC313352
Remote Similarity	0.5986	NPC476566
Remote Similarity	0.5985	NPC470926
Remote Similarity	0.5976	NPC478039
Remote Similarity	0.5963	NPC471574
Remote Similarity	0.5957	NPC79618
Remote Similarity	0.5954	NPC107135
Remote Similarity	0.5954	NPC176858
Remote Similarity	0.5951	NPC314186
Remote Similarity	0.5951	NPC20144
Remote Similarity	0.5949	NPC300299
Remote Similarity	0.5938	NPC83214
Remote Similarity	0.5938	NPC150259
Remote Similarity	0.5933	NPC257490
Remote Similarity	0.5928	NPC206592
Remote Similarity	0.5928	NPC33421
Remote Similarity	0.5926	NPC59084
Remote Similarity	0.5926	NPC2949
Remote Similarity	0.5912	NPC198988
Remote Similarity	0.5909	NPC145754
Remote Similarity	0.5909	NPC169625
Remote Similarity	0.5909	NPC202957
Remote Similarity	0.5904	NPC21605
Remote Similarity	0.5901	NPC169433
Remote Similarity	0.5901	NPC472243
Remote Similarity	0.5901	NPC243162
Remote Similarity	0.589	NPC473868
Remote Similarity	0.589	NPC63157
Remote Similarity	0.5882	NPC51054
Remote Similarity	0.5882	NPC472244
Remote Similarity	0.5882	NPC470343
Remote Similarity	0.5882	NPC476322
Remote Similarity	0.5867	NPC258531
Remote Similarity	0.5867	NPC161956
Remote Similarity	0.5867	NPC317564
Remote Similarity	0.5867	NPC112373
Remote Similarity	0.5864	NPC32002
Remote Similarity	0.5864	NPC88097
Remote Similarity	0.5864	NPC315348
Remote Similarity	0.5864	NPC316811
Remote Similarity	0.586	NPC194857
Remote Similarity	0.586	NPC32858
Remote Similarity	0.586	NPC22079
Remote Similarity	0.586	NPC69914
Remote Similarity	0.586	NPC282398
Remote Similarity	0.5854	NPC136002
Remote Similarity	0.5848	NPC104345
Remote Similarity	0.5843	NPC254798
Remote Similarity	0.5839	NPC297486
Remote Similarity	0.5839	NPC471402
Remote Similarity	0.5839	NPC240136
Remote Similarity	0.5838	NPC476231
Remote Similarity	0.5833	NPC148592
Remote Similarity	0.5828	NPC469783
Remote Similarity	0.5828	NPC469767
Remote Similarity	0.5828	NPC469779
Remote Similarity	0.5828	NPC238499
Remote Similarity	0.5828	NPC469780
Remote Similarity	0.5828	NPC469768
Remote Similarity	0.5828	NPC469761
Remote Similarity	0.5828	NPC469784
Remote Similarity	0.5824	NPC38736
Remote Similarity	0.5823	NPC179365
Remote Similarity	0.5823	NPC475450
Remote Similarity	0.5823	NPC256893
Remote Similarity	0.5817	NPC46358
Remote Similarity	0.5814	NPC6436
Remote Similarity	0.5802	NPC130251
Remote Similarity	0.5802	NPC43655
Remote Similarity	0.58	NPC177684
Remote Similarity	0.58	NPC91958
Remote Similarity	0.58	NPC291962
Remote Similarity	0.5796	NPC476131
Remote Similarity	0.5793	NPC469766
Remote Similarity	0.5793	NPC88121
Remote Similarity	0.5783	NPC469525
Remote Similarity	0.5783	NPC285731
Remote Similarity	0.5776	NPC287358
Remote Similarity	0.5776	NPC325252
Remote Similarity	0.5774	NPC124005
Remote Similarity	0.5774	NPC37548
Remote Similarity	0.5772	NPC31651
Remote Similarity	0.5767	NPC73767
Remote Similarity	0.5767	NPC301760
Remote Similarity	0.5765	NPC161108
Remote Similarity	0.5763	NPC288430
Remote Similarity	0.5759	NPC476687
Remote Similarity	0.5759	NPC476689
Remote Similarity	0.5759	NPC476685
Remote Similarity	0.5758	NPC30445
Remote Similarity	0.5749	NPC129042
Remote Similarity	0.5745	NPC328877
Remote Similarity	0.574	NPC105818
Remote Similarity	0.574	NPC24678
Remote Similarity	0.574	NPC40070
Remote Similarity	0.5733	NPC228515
Remote Similarity	0.5732	NPC472241
Remote Similarity	0.5732	NPC89490
Remote Similarity	0.5732	NPC187231
Remote Similarity	0.5723	NPC318065
Remote Similarity	0.5723	NPC472242
Remote Similarity	0.5723	NPC474880
Remote Similarity	0.5723	NPC206819
Remote Similarity	0.5723	NPC242556
Remote Similarity	0.5723	NPC221786
Remote Similarity	0.5723	NPC475990
Remote Similarity	0.5723	NPC56765
Remote Similarity	0.5714	NPC471957
Remote Similarity	0.5714	NPC315403
Remote Similarity	0.5714	NPC239854
Remote Similarity	0.5714	NPC470111
Remote Similarity	0.5714	NPC57051
Remote Similarity	0.5706	NPC470233
Remote Similarity	0.5706	NPC117032
Remote Similarity	0.5705	NPC250361
Remote Similarity	0.5705	NPC469949
Remote Similarity	0.5705	NPC147957
Remote Similarity	0.5704	NPC474695
Remote Similarity	0.5698	NPC172937
Remote Similarity	0.5698	NPC94167
Remote Similarity	0.5698	NPC184476
Remote Similarity	0.5696	NPC329896
Remote Similarity	0.5696	NPC475090
Remote Similarity	0.5696	NPC475105
Remote Similarity	0.5696	NPC473587
Remote Similarity	0.569	NPC229173
Remote Similarity	0.5689	NPC314372
Remote Similarity	0.5689	NPC470440
Remote Similarity	0.5687	NPC473930
Remote Similarity	0.5686	NPC265605
Remote Similarity	0.5686	NPC182570
Remote Similarity	0.5686	NPC48564
Remote Similarity	0.5686	NPC39818
Remote Similarity	0.5682	NPC473031
Remote Similarity	0.568	NPC187951
Remote Similarity	0.5679	NPC218268
Remote Similarity	0.5674	NPC194411
Remote Similarity	0.5673	NPC469763
Remote Similarity	0.5673	NPC281094
Remote Similarity	0.5673	NPC469786
Remote Similarity	0.5673	NPC73952
Remote Similarity	0.5673	NPC469760
Remote Similarity	0.5673	NPC259644
Remote Similarity	0.5673	NPC469765
Remote Similarity	0.5673	NPC200214
Remote Similarity	0.5673	NPC25008
Remote Similarity	0.5671	NPC470301
Remote Similarity	0.5671	NPC2823
Remote Similarity	0.5671	NPC110126
Remote Similarity	0.5671	NPC22082

Drug Structure

NPD6821 OpenBabel08211710072D 39 41 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 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 4.0000 1.0000 0.0000 O 0 0 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 -1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8660 1.5000 0.0000 H 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 31 38 1 0 0 0 0 32 36 2 0 0 0 0 33 37 1 0 0 0 0 33 39 1 0 0 0 0 34 37 2 0 0 0 0 35 37 2 0 0 0 0 M CHG 1 28 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	545.18
ALogP	-0.993
MLogP	3.33
XLogP	3.294
HDA	7
HBD	2
Rotatable Bonds	15
TPSA	131.75
RO5 Violation	0