NPASS drugs

Drug Information

Drug ID:	NPD8354
Drug Name:	Indocyanine Green
Molecular Formula:	C43H48N2O6S2
Canonical SMILES:	OS(=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-O
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8354

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	462
0.1-0.2	2640
0.2-0.3	13136
0.3-0.4	10008
0.4-0.5	3152
0.5-0.6	1332
0.6-0.7	155
0.7-0.8	5
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	0.7301	NPC206592
Intermediate Similarity	0.719	NPC9856
Intermediate Similarity	0.716	NPC469735
Intermediate Similarity	0.7143	NPC264580
Intermediate Similarity	0.7117	NPC469740
Remote Similarity	0.6959	NPC192209
Remote Similarity	0.6918	NPC187036
Remote Similarity	0.6839	NPC478079
Remote Similarity	0.6803	NPC296163
Remote Similarity	0.6795	NPC328590
Remote Similarity	0.679	NPC243162
Remote Similarity	0.6786	NPC33421
Remote Similarity	0.6733	NPC313449
Remote Similarity	0.6727	NPC477977
Remote Similarity	0.6629	NPC472587
Remote Similarity	0.6628	NPC184476
Remote Similarity	0.66	NPC288232
Remote Similarity	0.6568	NPC477134
Remote Similarity	0.6566	NPC478040
Remote Similarity	0.6545	NPC312092
Remote Similarity	0.6532	NPC51054
Remote Similarity	0.6519	NPC476950
Remote Similarity	0.6514	NPC215584
Remote Similarity	0.6514	NPC44773
Remote Similarity	0.6506	NPC473429
Remote Similarity	0.6494	NPC104345
Remote Similarity	0.6485	NPC169433
Remote Similarity	0.648	NPC280548
Remote Similarity	0.6457	NPC6436
Remote Similarity	0.6457	NPC41257
Remote Similarity	0.6452	NPC475915
Remote Similarity	0.6446	NPC104483
Remote Similarity	0.6429	NPC20144
Remote Similarity	0.6424	NPC314102
Remote Similarity	0.6424	NPC251722
Remote Similarity	0.6416	NPC200743
Remote Similarity	0.64	NPC286427
Remote Similarity	0.6395	NPC79618
Remote Similarity	0.6395	NPC434
Remote Similarity	0.6392	NPC122718
Remote Similarity	0.6391	NPC116519
Remote Similarity	0.638	NPC473930
Remote Similarity	0.6379	NPC38736
Remote Similarity	0.6364	NPC318065
Remote Similarity	0.6364	NPC56765
Remote Similarity	0.6364	NPC206819
Remote Similarity	0.6358	NPC53044
Remote Similarity	0.6337	NPC124005
Remote Similarity	0.6319	NPC475450
Remote Similarity	0.6319	NPC179365
Remote Similarity	0.6316	NPC129042
Remote Similarity	0.631	NPC2949
Remote Similarity	0.6298	NPC194411
Remote Similarity	0.6284	NPC475097
Remote Similarity	0.6279	NPC109787
Remote Similarity	0.6271	NPC474791
Remote Similarity	0.6257	NPC90723
Remote Similarity	0.625	NPC471574
Remote Similarity	0.625	NPC477157
Remote Similarity	0.625	NPC477156
Remote Similarity	0.6243	NPC187951
Remote Similarity	0.6236	NPC229173
Remote Similarity	0.6218	NPC473178
Remote Similarity	0.6216	NPC68354
Remote Similarity	0.6211	NPC145754
Remote Similarity	0.6207	NPC66936
Remote Similarity	0.6201	NPC16667
Remote Similarity	0.6201	NPC476231
Remote Similarity	0.6196	NPC473587
Remote Similarity	0.6196	NPC37423
Remote Similarity	0.6196	NPC275305
Remote Similarity	0.6193	NPC473297
Remote Similarity	0.619	NPC130251
Remote Similarity	0.6185	NPC21605
Remote Similarity	0.6182	NPC184437
Remote Similarity	0.618	NPC475990
Remote Similarity	0.618	NPC67056
Remote Similarity	0.618	NPC221786
Remote Similarity	0.618	NPC474880
Remote Similarity	0.6175	NPC126492
Remote Similarity	0.617	NPC19679
Remote Similarity	0.6164	NPC291610
Remote Similarity	0.6164	NPC239854
Remote Similarity	0.6163	NPC264589
Remote Similarity	0.6163	NPC469525
Remote Similarity	0.6162	NPC56618
Remote Similarity	0.6159	NPC475428
Remote Similarity	0.6154	NPC22082
Remote Similarity	0.6154	NPC63047
Remote Similarity	0.6154	NPC475248
Remote Similarity	0.6154	NPC473484
Remote Similarity	0.6154	NPC186284
Remote Similarity	0.6154	NPC301760
Remote Similarity	0.6149	NPC474695
Remote Similarity	0.6149	NPC37548
Remote Similarity	0.6141	NPC473880
Remote Similarity	0.614	NPC136002
Remote Similarity	0.6139	NPC215519
Remote Similarity	0.6138	NPC472294
Remote Similarity	0.6135	NPC473762
Remote Similarity	0.6133	NPC475420
Remote Similarity	0.6133	NPC302790
Remote Similarity	0.6131	NPC150259
Remote Similarity	0.6127	NPC212799
Remote Similarity	0.6126	NPC473177
Remote Similarity	0.612	NPC474897
Remote Similarity	0.6118	NPC59084
Remote Similarity	0.6114	NPC53947
Remote Similarity	0.6111	NPC469741
Remote Similarity	0.6108	NPC198988
Remote Similarity	0.6105	NPC242556
Remote Similarity	0.6098	NPC31385
Remote Similarity	0.6098	NPC110602
Remote Similarity	0.6098	NPC75726
Remote Similarity	0.6096	NPC215795
Remote Similarity	0.6096	NPC176199
Remote Similarity	0.6084	NPC313352
Remote Similarity	0.6082	NPC63157
Remote Similarity	0.6082	NPC473868
Remote Similarity	0.6082	NPC469766
Remote Similarity	0.6069	NPC285731
Remote Similarity	0.6061	NPC22079
Remote Similarity	0.6059	NPC88097
Remote Similarity	0.6056	NPC473320
Remote Similarity	0.6056	NPC81229
Remote Similarity	0.6056	NPC225319
Remote Similarity	0.6056	NPC255229
Remote Similarity	0.6054	NPC473743
Remote Similarity	0.6049	NPC252794
Remote Similarity	0.6047	NPC311330
Remote Similarity	0.6044	NPC470508
Remote Similarity	0.6041	NPC229332
Remote Similarity	0.6036	NPC469560
Remote Similarity	0.6034	NPC129721
Remote Similarity	0.6034	NPC288838
Remote Similarity	0.6034	NPC216643
Remote Similarity	0.6026	NPC164802
Remote Similarity	0.6023	NPC469761
Remote Similarity	0.6023	NPC469768
Remote Similarity	0.6023	NPC469780
Remote Similarity	0.6023	NPC469767
Remote Similarity	0.6023	NPC469783
Remote Similarity	0.6023	NPC40070
Remote Similarity	0.6023	NPC469779
Remote Similarity	0.6023	NPC469784
Remote Similarity	0.6022	NPC194881
Remote Similarity	0.602	NPC181502
Remote Similarity	0.602	NPC195314
Remote Similarity	0.602	NPC85066
Remote Similarity	0.6013	NPC54102
Remote Similarity	0.6013	NPC162689
Remote Similarity	0.6012	NPC250361
Remote Similarity	0.6011	NPC470507
Remote Similarity	0.6011	NPC207726
Remote Similarity	0.601	NPC323927
Remote Similarity	0.6	NPC470111
Remote Similarity	0.6	NPC92796
Remote Similarity	0.6	NPC135141
Remote Similarity	0.6	NPC6982
Remote Similarity	0.6	NPC471957
Remote Similarity	0.5989	NPC216713
Remote Similarity	0.5989	NPC470823
Remote Similarity	0.5989	NPC162799
Remote Similarity	0.5989	NPC271734
Remote Similarity	0.5979	NPC286994
Remote Similarity	0.5978	NPC201700
Remote Similarity	0.5978	NPC285469
Remote Similarity	0.5977	NPC472100
Remote Similarity	0.5976	NPC325252
Remote Similarity	0.597	NPC52801
Remote Similarity	0.5968	NPC242269
Remote Similarity	0.5968	NPC34508
Remote Similarity	0.5965	NPC73767
Remote Similarity	0.5964	NPC282398
Remote Similarity	0.5955	NPC200214
Remote Similarity	0.5949	NPC81561
Remote Similarity	0.5949	NPC276430
Remote Similarity	0.5944	NPC222029
Remote Similarity	0.5944	NPC316910
Remote Similarity	0.5938	NPC473189
Remote Similarity	0.5934	NPC99632
Remote Similarity	0.5934	NPC282339
Remote Similarity	0.5932	NPC24678
Remote Similarity	0.5932	NPC148592
Remote Similarity	0.5932	NPC105818
Remote Similarity	0.5932	NPC154602
Remote Similarity	0.5932	NPC475763
Remote Similarity	0.593	NPC238499
Remote Similarity	0.593	NPC477155
Remote Similarity	0.5926	NPC270009
Remote Similarity	0.5924	NPC313673
Remote Similarity	0.5922	NPC75540
Remote Similarity	0.5922	NPC476219
Remote Similarity	0.5922	NPC211572
Remote Similarity	0.5922	NPC212376
Remote Similarity	0.5922	NPC70922
Remote Similarity	0.5922	NPC80597
Remote Similarity	0.5918	NPC314058
Remote Similarity	0.5918	NPC316018
Remote Similarity	0.5918	NPC316359

Drug Structure

NPD8354 OpenBabel08211713012D 55 60 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 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 13.2943 -1.4742 0.0000 O 0 0 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 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.7943 -2.3403 0.0000 H 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 47 54 1 0 0 0 0 48 52 2 0 0 0 0 49 53 1 0 0 0 0 49 55 1 0 0 0 0 50 53 2 0 0 0 0 51 53 2 0 0 0 0 M CHG 1 44 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	753.30
ALogP	-0.9379
MLogP	5.09
XLogP	10.54
HDA	7
HBD	2
Rotatable Bonds	20
TPSA	131.75
RO5 Violation	2