NPASS drugs

Drug Information

Drug ID:	NPD3112
Drug Name:	Chloroquine Hydrochloride
Molecular Formula:	C18H26ClN3.ClH
Canonical SMILES:	CCN(CCCC(Nc1ccnc2c1ccc(c2)Cl)C)CC.Cl
Standard InCHI:	InChI=1S/C18H26ClN3.ClH/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18;/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21);1H
Standard InCHIKey:	PTGMKRAMUHJZFD-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3112

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	785
0.1-0.2	10893
0.2-0.3	12867
0.3-0.4	2988
0.4-0.5	1466
0.5-0.6	1109
0.6-0.7	583
0.7-0.8	183
0.8-0.85	13
0.85-0.9	2
0.9-0.95	0
0.95-1	1

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	1.0	NPC476464
High Similarity	0.8707	NPC315348
High Similarity	0.8707	NPC32002
Intermediate Similarity	0.8092	NPC110126
Intermediate Similarity	0.8092	NPC73767
Intermediate Similarity	0.8079	NPC314102
Intermediate Similarity	0.8079	NPC251722
Intermediate Similarity	0.8056	NPC46358
Intermediate Similarity	0.8039	NPC469768
Intermediate Similarity	0.8039	NPC469779
Intermediate Similarity	0.8039	NPC469783
Intermediate Similarity	0.8039	NPC469780
Intermediate Similarity	0.8039	NPC469761
Intermediate Similarity	0.8039	NPC469767
Intermediate Similarity	0.8039	NPC469784
Intermediate Similarity	0.8012	NPC477591
Intermediate Similarity	0.7987	NPC476454
Intermediate Similarity	0.7987	NPC469766
Intermediate Similarity	0.7961	NPC84911
Intermediate Similarity	0.7961	NPC105127
Intermediate Similarity	0.7901	NPC56765
Intermediate Similarity	0.7895	NPC261195
Intermediate Similarity	0.7895	NPC96102
Intermediate Similarity	0.7895	NPC29886
Intermediate Similarity	0.7882	NPC314919
Intermediate Similarity	0.7867	NPC82295
Intermediate Similarity	0.7823	NPC146373
Intermediate Similarity	0.7823	NPC166424
Intermediate Similarity	0.7823	NPC245244
Intermediate Similarity	0.7799	NPC321911
Intermediate Similarity	0.7756	NPC63157
Intermediate Similarity	0.7756	NPC473868
Intermediate Similarity	0.7755	NPC27740
Intermediate Similarity	0.775	NPC53947
Intermediate Similarity	0.775	NPC40070
Intermediate Similarity	0.7736	NPC179787
Intermediate Similarity	0.7736	NPC201380
Intermediate Similarity	0.7736	NPC469811
Intermediate Similarity	0.7727	NPC150259
Intermediate Similarity	0.7722	NPC314372
Intermediate Similarity	0.7707	NPC190296
Intermediate Similarity	0.7702	NPC470233
Intermediate Similarity	0.7692	NPC59084
Intermediate Similarity	0.7692	NPC279081
Intermediate Similarity	0.7688	NPC83381
Intermediate Similarity	0.7683	NPC318065
Intermediate Similarity	0.7683	NPC206819
Intermediate Similarity	0.7682	NPC282398
Intermediate Similarity	0.7673	NPC63545
Intermediate Similarity	0.7673	NPC288838
Intermediate Similarity	0.7662	NPC325252
Intermediate Similarity	0.7654	NPC325903
Intermediate Similarity	0.7651	NPC317105
Intermediate Similarity	0.7651	NPC90723
Intermediate Similarity	0.764	NPC105818
Intermediate Similarity	0.764	NPC24678
Intermediate Similarity	0.7613	NPC471312
Intermediate Similarity	0.7597	NPC198988
Intermediate Similarity	0.758	NPC2949
Intermediate Similarity	0.758	NPC230002
Intermediate Similarity	0.7576	NPC41257
Intermediate Similarity	0.7574	NPC116961
Intermediate Similarity	0.7562	NPC143872
Intermediate Similarity	0.7551	NPC265605
Intermediate Similarity	0.7551	NPC182570
Intermediate Similarity	0.7551	NPC48564
Intermediate Similarity	0.7546	NPC25008
Intermediate Similarity	0.7546	NPC469765
Intermediate Similarity	0.7546	NPC73952
Intermediate Similarity	0.7546	NPC469760
Intermediate Similarity	0.7546	NPC259644
Intermediate Similarity	0.7546	NPC469786
Intermediate Similarity	0.7546	NPC200214
Intermediate Similarity	0.7546	NPC469763
Intermediate Similarity	0.7542	NPC315617
Intermediate Similarity	0.7542	NPC316359
Intermediate Similarity	0.7529	NPC201634
Intermediate Similarity	0.7517	NPC81561
Intermediate Similarity	0.7516	NPC471957
Intermediate Similarity	0.7516	NPC21605
Intermediate Similarity	0.7516	NPC88097
Intermediate Similarity	0.7515	NPC286427
Intermediate Similarity	0.75	NPC211572
Intermediate Similarity	0.75	NPC80597
Intermediate Similarity	0.75	NPC70922
Intermediate Similarity	0.75	NPC212376
Intermediate Similarity	0.75	NPC75540
Intermediate Similarity	0.75	NPC159856
Intermediate Similarity	0.7485	NPC470203
Intermediate Similarity	0.7466	NPC91958
Intermediate Similarity	0.7452	NPC169433
Intermediate Similarity	0.7448	NPC148140
Intermediate Similarity	0.7444	NPC314058
Intermediate Similarity	0.7444	NPC316018
Intermediate Similarity	0.7434	NPC89490
Intermediate Similarity	0.7425	NPC470204
Intermediate Similarity	0.7425	NPC215584
Intermediate Similarity	0.7425	NPC44773
Intermediate Similarity	0.741	NPC216643
Intermediate Similarity	0.741	NPC236711
Intermediate Similarity	0.7407	NPC470111
Intermediate Similarity	0.7405	NPC316811
Intermediate Similarity	0.7403	NPC101165
Intermediate Similarity	0.74	NPC476322
Intermediate Similarity	0.7399	NPC474958
Intermediate Similarity	0.7397	NPC471402
Intermediate Similarity	0.7397	NPC240136
Intermediate Similarity	0.7397	NPC297486
Intermediate Similarity	0.7394	NPC34844
Intermediate Similarity	0.7394	NPC476297
Intermediate Similarity	0.7394	NPC476219
Intermediate Similarity	0.7391	NPC86288
Intermediate Similarity	0.7386	NPC475090
Intermediate Similarity	0.7386	NPC475105
Intermediate Similarity	0.7386	NPC329896
Intermediate Similarity	0.7378	NPC470823
Intermediate Similarity	0.7375	NPC20144
Intermediate Similarity	0.7368	NPC194411
Intermediate Similarity	0.7365	NPC92796
Intermediate Similarity	0.7365	NPC135141
Intermediate Similarity	0.7358	NPC115611
Intermediate Similarity	0.7353	NPC474561
Intermediate Similarity	0.7353	NPC49954
Intermediate Similarity	0.7349	NPC469785
Intermediate Similarity	0.7347	NPC143603
Intermediate Similarity	0.7338	NPC22079
Intermediate Similarity	0.7333	NPC141926
Intermediate Similarity	0.7326	NPC82331
Intermediate Similarity	0.7325	NPC218268
Intermediate Similarity	0.7321	NPC122141
Intermediate Similarity	0.7317	NPC33421
Intermediate Similarity	0.7305	NPC469762
Intermediate Similarity	0.7299	NPC280852
Intermediate Similarity	0.7296	NPC104483
Intermediate Similarity	0.729	NPC471322
Intermediate Similarity	0.7284	NPC204141
Intermediate Similarity	0.7278	NPC282231
Intermediate Similarity	0.7278	NPC125746
Intermediate Similarity	0.7273	NPC216713
Intermediate Similarity	0.7267	NPC41174
Intermediate Similarity	0.7251	NPC160105
Intermediate Similarity	0.7248	NPC215519
Intermediate Similarity	0.7246	NPC51054
Intermediate Similarity	0.7241	NPC37423
Intermediate Similarity	0.7241	NPC275305
Intermediate Similarity	0.7239	NPC316069
Intermediate Similarity	0.7235	NPC311276
Intermediate Similarity	0.7232	NPC233936
Intermediate Similarity	0.723	NPC54102
Intermediate Similarity	0.723	NPC162689
Intermediate Similarity	0.7219	NPC290094
Intermediate Similarity	0.7219	NPC279918
Intermediate Similarity	0.7209	NPC63751
Intermediate Similarity	0.7202	NPC129721
Intermediate Similarity	0.7179	NPC475450
Intermediate Similarity	0.7179	NPC256893
Intermediate Similarity	0.7178	NPC470440
Intermediate Similarity	0.7178	NPC285731
Intermediate Similarity	0.7176	NPC225018
Intermediate Similarity	0.7171	NPC122718
Intermediate Similarity	0.7161	NPC476131
Intermediate Similarity	0.716	NPC475990
Intermediate Similarity	0.716	NPC221786
Intermediate Similarity	0.716	NPC474880
Intermediate Similarity	0.7159	NPC68354
Intermediate Similarity	0.7153	NPC27802
Intermediate Similarity	0.7143	NPC115049
Intermediate Similarity	0.7143	NPC471579
Intermediate Similarity	0.7143	NPC284635
Intermediate Similarity	0.7135	NPC40779
Intermediate Similarity	0.7135	NPC478184
Intermediate Similarity	0.7135	NPC194640
Intermediate Similarity	0.7135	NPC478182
Intermediate Similarity	0.7126	NPC138842
Intermediate Similarity	0.7119	NPC176199
Intermediate Similarity	0.7119	NPC215795
Intermediate Similarity	0.7115	NPC69914
Intermediate Similarity	0.711	NPC201700
Intermediate Similarity	0.7101	NPC167635
Intermediate Similarity	0.7101	NPC193740
Intermediate Similarity	0.7093	NPC274229
Intermediate Similarity	0.7086	NPC477611
Intermediate Similarity	0.7086	NPC314603
Intermediate Similarity	0.7078	NPC250361
Intermediate Similarity	0.7078	NPC169625
Intermediate Similarity	0.7078	NPC202957
Intermediate Similarity	0.7056	NPC467063
Intermediate Similarity	0.7052	NPC49217
Intermediate Similarity	0.7052	NPC54988
Intermediate Similarity	0.7051	NPC473587
Intermediate Similarity	0.7039	NPC329825
Intermediate Similarity	0.7035	NPC149265
Intermediate Similarity	0.7032	NPC471311
Intermediate Similarity	0.7032	NPC471313
Intermediate Similarity	0.7022	NPC11126
Intermediate Similarity	0.7018	NPC131718
Intermediate Similarity	0.7018	NPC229173
Intermediate Similarity	0.7006	NPC475428
Intermediate Similarity	0.7	NPC469897
Remote Similarity	0.6994	NPC280864

Drug Structure

NPD3112 OpenBabel08211702562D 24 24 0 0 1 0 0 0 0 0999 V2000 3.0981 -8.5000 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 -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 4.8301 -6.5000 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 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 -3.1175 -4.1192 0.0000 Cl 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 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 14 1 0 0 0 0 4 22 1 0 0 0 0 5 22 1 0 0 0 0 6 7 1 0 0 0 0 6 12 1 0 0 0 0 7 14 1 0 0 0 0 8 9 2 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 10 11 2 0 0 0 0 10 17 1 0 0 0 0 11 20 1 0 0 0 0 12 22 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 24 1 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	319.18
ALogP	0.479
MLogP	3
XLogP	4.148
HDA	3
HBD	1
Rotatable Bonds	12
TPSA	28.16
RO5 Violation	0