NPASS drugs

Drug Information

Drug ID:	NPD3116
Drug Name:	Hydroxychloroquine Sulfate
Molecular Formula:	C18H26ClN3O.H2O4S
Canonical SMILES:	OS(=O)(=O)O.OCCN(CCCC(Nc1ccnc2c1ccc(c2)Cl)C)CC
Standard InCHI:	InChI=1S/C18H26ClN3O.H2O4S/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18;1-5(2,3)4/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21);(H2,1,2,3,4)
Standard InCHIKey:	JCBIVZZPXRZKTI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3116

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	331
0.1-0.2	5906
0.2-0.3	15940
0.3-0.4	4722
0.4-0.5	1776
0.5-0.6	1295
0.6-0.7	738
0.7-0.8	179
0.8-0.85	2
0.85-0.9	0
0.9-0.95	1
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
High Similarity	0.9351	NPC476464
Intermediate Similarity	0.8153	NPC315348
Intermediate Similarity	0.8153	NPC32002
Intermediate Similarity	0.7797	NPC233936
Intermediate Similarity	0.7791	NPC314372
Intermediate Similarity	0.7778	NPC190296
Intermediate Similarity	0.7738	NPC469785
Intermediate Similarity	0.7711	NPC105818
Intermediate Similarity	0.7711	NPC24678
Intermediate Similarity	0.7692	NPC469762
Intermediate Similarity	0.7688	NPC471312
Intermediate Similarity	0.7644	NPC116961
Intermediate Similarity	0.7627	NPC68354
Intermediate Similarity	0.7619	NPC259644
Intermediate Similarity	0.7619	NPC469765
Intermediate Similarity	0.7619	NPC469760
Intermediate Similarity	0.7619	NPC73952
Intermediate Similarity	0.7619	NPC469786
Intermediate Similarity	0.7619	NPC25008
Intermediate Similarity	0.7619	NPC469763
Intermediate Similarity	0.7614	NPC275305
Intermediate Similarity	0.7614	NPC37423
Intermediate Similarity	0.7595	NPC256893
Intermediate Similarity	0.7593	NPC110126
Intermediate Similarity	0.7593	NPC73767
Intermediate Similarity	0.7578	NPC251722
Intermediate Similarity	0.7578	NPC314102
Intermediate Similarity	0.7576	NPC159856
Intermediate Similarity	0.7574	NPC211572
Intermediate Similarity	0.7574	NPC70922
Intermediate Similarity	0.7574	NPC212376
Intermediate Similarity	0.7574	NPC80597
Intermediate Similarity	0.7574	NPC75540
Intermediate Similarity	0.7546	NPC469780
Intermediate Similarity	0.7546	NPC469761
Intermediate Similarity	0.7546	NPC469784
Intermediate Similarity	0.7546	NPC469783
Intermediate Similarity	0.7546	NPC469767
Intermediate Similarity	0.7546	NPC469779
Intermediate Similarity	0.7546	NPC469768
Intermediate Similarity	0.7544	NPC477591
Intermediate Similarity	0.7532	NPC46358
Intermediate Similarity	0.7529	NPC49954
Intermediate Similarity	0.7529	NPC474561
Intermediate Similarity	0.7529	NPC54988
Intermediate Similarity	0.7527	NPC474707
Intermediate Similarity	0.7514	NPC311276
Intermediate Similarity	0.7514	NPC40779
Intermediate Similarity	0.75	NPC469766
Intermediate Similarity	0.75	NPC476454
Intermediate Similarity	0.7486	NPC201700
Intermediate Similarity	0.7486	NPC204565
Intermediate Similarity	0.7486	NPC176199
Intermediate Similarity	0.7486	NPC215795
Intermediate Similarity	0.7486	NPC317030
Intermediate Similarity	0.7485	NPC471957
Intermediate Similarity	0.7469	NPC84911
Intermediate Similarity	0.7469	NPC105127
Intermediate Similarity	0.7457	NPC282231
Intermediate Similarity	0.7446	NPC65215
Intermediate Similarity	0.7446	NPC173028
Intermediate Similarity	0.7444	NPC314919
Intermediate Similarity	0.7443	NPC194411
Intermediate Similarity	0.7442	NPC135141
Intermediate Similarity	0.7442	NPC56765
Intermediate Similarity	0.7442	NPC92796
Intermediate Similarity	0.7429	NPC160105
Intermediate Similarity	0.7407	NPC29886
Intermediate Similarity	0.7407	NPC96102
Intermediate Similarity	0.7407	NPC261195
Intermediate Similarity	0.7401	NPC470498
Intermediate Similarity	0.7399	NPC279918
Intermediate Similarity	0.7386	NPC63751
Intermediate Similarity	0.7375	NPC82295
Intermediate Similarity	0.7374	NPC150048
Intermediate Similarity	0.7374	NPC203754
Intermediate Similarity	0.7341	NPC230869
Intermediate Similarity	0.7337	NPC321911
Intermediate Similarity	0.733	NPC49217
Intermediate Similarity	0.7325	NPC245244
Intermediate Similarity	0.7325	NPC166424
Intermediate Similarity	0.7325	NPC146373
Intermediate Similarity	0.7314	NPC469813
Intermediate Similarity	0.7314	NPC194640
Intermediate Similarity	0.7314	NPC476446
Intermediate Similarity	0.7314	NPC78375
Intermediate Similarity	0.7312	NPC95783
Intermediate Similarity	0.731	NPC200214
Intermediate Similarity	0.7296	NPC89490
Intermediate Similarity	0.7294	NPC40070
Intermediate Similarity	0.7294	NPC53947
Intermediate Similarity	0.7293	NPC11126
Intermediate Similarity	0.7289	NPC63157
Intermediate Similarity	0.7289	NPC473868
Intermediate Similarity	0.7287	NPC474177
Intermediate Similarity	0.7283	NPC129721
Intermediate Similarity	0.7278	NPC201380
Intermediate Similarity	0.7278	NPC179787
Intermediate Similarity	0.7278	NPC469811
Intermediate Similarity	0.7268	NPC163055
Intermediate Similarity	0.7268	NPC83381
Intermediate Similarity	0.7267	NPC471322
Intermediate Similarity	0.7267	NPC470507
Intermediate Similarity	0.7263	NPC314603
Intermediate Similarity	0.7261	NPC27740
Intermediate Similarity	0.7256	NPC150259
Intermediate Similarity	0.7251	NPC470233
Intermediate Similarity	0.7251	NPC216713
Intermediate Similarity	0.725	NPC329896
Intermediate Similarity	0.725	NPC475105
Intermediate Similarity	0.725	NPC475090
Intermediate Similarity	0.7249	NPC133366
Intermediate Similarity	0.7241	NPC206819
Intermediate Similarity	0.7241	NPC318065
Intermediate Similarity	0.7238	NPC151939
Intermediate Similarity	0.7229	NPC59084
Intermediate Similarity	0.7229	NPC279081
Intermediate Similarity	0.7228	NPC228835
Intermediate Similarity	0.7219	NPC288838
Intermediate Similarity	0.7219	NPC63545
Intermediate Similarity	0.7216	NPC90723
Intermediate Similarity	0.7216	NPC102423
Intermediate Similarity	0.7216	NPC317105
Intermediate Similarity	0.7209	NPC325903
Intermediate Similarity	0.7205	NPC282398
Intermediate Similarity	0.7195	NPC325252
Intermediate Similarity	0.7176	NPC470111
Intermediate Similarity	0.7174	NPC48938
Intermediate Similarity	0.7173	NPC229332
Intermediate Similarity	0.7169	NPC104483
Intermediate Similarity	0.7167	NPC313791
Intermediate Similarity	0.7158	NPC300688
Intermediate Similarity	0.7151	NPC94752
Intermediate Similarity	0.7143	NPC248454
Intermediate Similarity	0.7143	NPC41257
Intermediate Similarity	0.7143	NPC315617
Intermediate Similarity	0.7143	NPC59269
Intermediate Similarity	0.7143	NPC316359
Intermediate Similarity	0.7135	NPC37548
Intermediate Similarity	0.7134	NPC198988
Intermediate Similarity	0.7127	NPC329688
Intermediate Similarity	0.7127	NPC189812
Intermediate Similarity	0.7126	NPC51054
Intermediate Similarity	0.7126	NPC230002
Intermediate Similarity	0.7126	NPC2949
Intermediate Similarity	0.7125	NPC471311
Intermediate Similarity	0.7125	NPC471313
Intermediate Similarity	0.7118	NPC143872
Intermediate Similarity	0.7111	NPC201634
Intermediate Similarity	0.7102	NPC131718
Intermediate Similarity	0.7097	NPC15102
Intermediate Similarity	0.7095	NPC317430
Intermediate Similarity	0.7086	NPC286427
Intermediate Similarity	0.7086	NPC236711
Intermediate Similarity	0.7076	NPC21605
Intermediate Similarity	0.7072	NPC472123
Intermediate Similarity	0.707	NPC182570
Intermediate Similarity	0.707	NPC265605
Intermediate Similarity	0.707	NPC48564
Intermediate Similarity	0.7068	NPC294693
Intermediate Similarity	0.7066	NPC88097
Intermediate Similarity	0.7062	NPC470203
Intermediate Similarity	0.7059	NPC285731
Intermediate Similarity	0.7059	NPC470440
Intermediate Similarity	0.7053	NPC314058
Intermediate Similarity	0.7053	NPC316018
Intermediate Similarity	0.7049	NPC14113
Intermediate Similarity	0.7049	NPC84827
Intermediate Similarity	0.7049	NPC145885
Intermediate Similarity	0.7033	NPC469938
Intermediate Similarity	0.7032	NPC81561
Intermediate Similarity	0.7027	NPC192270
Intermediate Similarity	0.7022	NPC478184
Intermediate Similarity	0.7022	NPC478182
Intermediate Similarity	0.7021	NPC17059
Intermediate Similarity	0.7011	NPC248041
Intermediate Similarity	0.7011	NPC126709
Intermediate Similarity	0.7006	NPC470204
Intermediate Similarity	0.7006	NPC44773
Intermediate Similarity	0.7006	NPC215584
Intermediate Similarity	0.7006	NPC169433
Intermediate Similarity	0.7	NPC242556
Remote Similarity	0.6995	NPC474958
Remote Similarity	0.6995	NPC267885
Remote Similarity	0.6989	NPC216643
Remote Similarity	0.6989	NPC472110
Remote Similarity	0.6989	NPC472109
Remote Similarity	0.6987	NPC91958
Remote Similarity	0.6985	NPC314957
Remote Similarity	0.6984	NPC213629
Remote Similarity	0.6981	NPC290094
Remote Similarity	0.6971	NPC476219
Remote Similarity	0.6971	NPC38736
Remote Similarity	0.6971	NPC476297
Remote Similarity	0.6971	NPC34844
Remote Similarity	0.6968	NPC148140
Remote Similarity	0.6966	NPC225018
Remote Similarity	0.6964	NPC316811
Remote Similarity	0.6959	NPC473640
Remote Similarity	0.6959	NPC265576

Drug Structure

NPD3116 OpenBabel08211702562D 32 32 0 0 1 0 0 0 0 0999 V2000 4.8301 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.9641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -7.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1962 -2.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0622 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -1.1340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 14 1 0 0 0 0 3 22 1 0 0 0 0 4 5 1 0 0 0 0 4 10 1 0 0 0 0 5 14 1 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 9 2 0 0 0 0 8 17 1 0 0 0 0 9 20 1 0 0 0 0 10 22 1 0 0 0 0 11 12 1 0 0 0 0 11 22 1 0 0 0 0 12 23 1 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 21 1 0 0 0 0 15 19 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 17 21 1 0 0 0 0 18 20 2 0 0 0 0 21 29 1 0 0 0 0 23 30 1 0 0 0 0 24 28 1 0 0 0 0 24 31 1 0 0 0 0 25 28 1 0 0 0 0 25 32 1 0 0 0 0 26 28 2 0 0 0 0 27 28 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	335.18
ALogP	-0.3108
MLogP	2.89
XLogP	3.016
HDA	4
HBD	2
Rotatable Bonds	13
TPSA	48.39
RO5 Violation	0