NPASS drugs

Drug Information

Drug ID:	NPD4116
Drug Name:	Dimetacrine
Molecular Formula:	C20H26N2
Canonical SMILES:	CN(CCCN1c2ccccc2C(c2c1cccc2)(C)C)C
Standard InCHI:	InChI=1S/C20H26N2/c1-20(2)16-10-5-7-12-18(16)22(15-9-14-21(3)4)19-13-8-6-11-17(19)20/h5-8,10-13H,9,14-15H2,1-4H3
Standard InCHIKey:	RYQOGSFEJBUZBX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4116

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	447
0.1-0.2	2619
0.2-0.3	10267
0.3-0.4	11818
0.4-0.5	3860
0.5-0.6	1428
0.6-0.7	385
0.7-0.8	60
0.8-0.85	5
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	0.9118	NPC291610
Intermediate Similarity	0.825	NPC252794
Intermediate Similarity	0.8136	NPC475915
Intermediate Similarity	0.8108	NPC302790
Intermediate Similarity	0.807	NPC187036
Intermediate Similarity	0.8034	NPC264580
Intermediate Similarity	0.7949	NPC313449
Intermediate Similarity	0.7949	NPC192209
Intermediate Similarity	0.7885	NPC470926
Intermediate Similarity	0.7857	NPC79618
Intermediate Similarity	0.7778	NPC288232
Intermediate Similarity	0.7759	NPC296163
Intermediate Similarity	0.7742	NPC145754
Intermediate Similarity	0.7544	NPC434
Intermediate Similarity	0.746	NPC478079
Intermediate Similarity	0.7424	NPC251722
Intermediate Similarity	0.7424	NPC314102
Intermediate Similarity	0.7411	NPC239854
Intermediate Similarity	0.7405	NPC471123
Intermediate Similarity	0.7368	NPC130251
Intermediate Similarity	0.7344	NPC473417
Intermediate Similarity	0.7339	NPC329430
Intermediate Similarity	0.7313	NPC22082
Intermediate Similarity	0.7313	NPC186284
Intermediate Similarity	0.7313	NPC104483
Intermediate Similarity	0.7299	NPC469735
Intermediate Similarity	0.7295	NPC81561
Intermediate Similarity	0.729	NPC191444
Intermediate Similarity	0.7282	NPC104070
Intermediate Similarity	0.7279	NPC20144
Intermediate Similarity	0.7273	NPC313673
Intermediate Similarity	0.7264	NPC30445
Intermediate Similarity	0.7259	NPC2949
Intermediate Similarity	0.7258	NPC257490
Intermediate Similarity	0.7252	NPC313352
Intermediate Similarity	0.7246	NPC469740
Intermediate Similarity	0.7236	NPC54102
Intermediate Similarity	0.7236	NPC162689
Intermediate Similarity	0.7236	NPC226143
Intermediate Similarity	0.7213	NPC148140
Intermediate Similarity	0.7209	NPC9856
Intermediate Similarity	0.7196	NPC176858
Intermediate Similarity	0.7188	NPC476950
Intermediate Similarity	0.7179	NPC164802
Intermediate Similarity	0.7174	NPC264589
Intermediate Similarity	0.7165	NPC122718
Intermediate Similarity	0.7164	NPC469560
Intermediate Similarity	0.7156	NPC108800
Intermediate Similarity	0.7143	NPC229477
Intermediate Similarity	0.7132	NPC59084
Intermediate Similarity	0.7099	NPC53044
Intermediate Similarity	0.7097	NPC177684
Intermediate Similarity	0.7097	NPC291962
Intermediate Similarity	0.7092	NPC206592
Intermediate Similarity	0.7092	NPC33421
Intermediate Similarity	0.708	NPC63157
Intermediate Similarity	0.708	NPC473868
Intermediate Similarity	0.7071	NPC109787
Intermediate Similarity	0.7069	NPC474695
Intermediate Similarity	0.7063	NPC268534
Intermediate Similarity	0.7059	NPC301760
Intermediate Similarity	0.704	NPC258531
Intermediate Similarity	0.704	NPC112373
Intermediate Similarity	0.704	NPC161956
Intermediate Similarity	0.7015	NPC198988
Intermediate Similarity	0.7009	NPC262295
Remote Similarity	0.6984	NPC215519
Remote Similarity	0.6957	NPC469537
Remote Similarity	0.695	NPC21605
Remote Similarity	0.6944	NPC111233
Remote Similarity	0.6934	NPC88097
Remote Similarity	0.6931	NPC271642
Remote Similarity	0.6889	NPC267508
Remote Similarity	0.6887	NPC169016
Remote Similarity	0.688	NPC228515
Remote Similarity	0.6861	NPC243162
Remote Similarity	0.6853	NPC40070
Remote Similarity	0.6853	NPC66936
Remote Similarity	0.6853	NPC154602
Remote Similarity	0.6853	NPC243756
Remote Similarity	0.6838	NPC325252
Remote Similarity	0.6832	NPC98976
Remote Similarity	0.6825	NPC91958
Remote Similarity	0.6822	NPC46358
Remote Similarity	0.6818	NPC78154
Remote Similarity	0.6815	NPC300299
Remote Similarity	0.6809	NPC469525
Remote Similarity	0.68	NPC476566
Remote Similarity	0.6792	NPC134825
Remote Similarity	0.6788	NPC150259
Remote Similarity	0.6772	NPC316582
Remote Similarity	0.6765	NPC325599
Remote Similarity	0.6759	NPC258046
Remote Similarity	0.6748	NPC314141
Remote Similarity	0.6746	NPC297486
Remote Similarity	0.6746	NPC240136
Remote Similarity	0.6746	NPC471402
Remote Similarity	0.6739	NPC169433
Remote Similarity	0.6736	NPC475763
Remote Similarity	0.6716	NPC22079
Remote Similarity	0.6712	NPC476219
Remote Similarity	0.6711	NPC469741
Remote Similarity	0.6691	NPC316811
Remote Similarity	0.6691	NPC32002
Remote Similarity	0.6691	NPC315348
Remote Similarity	0.6689	NPC276085
Remote Similarity	0.6667	NPC475450
Remote Similarity	0.6667	NPC473329
Remote Similarity	0.6667	NPC265605
Remote Similarity	0.6667	NPC311330
Remote Similarity	0.6667	NPC48564
Remote Similarity	0.6667	NPC182570
Remote Similarity	0.6644	NPC81229
Remote Similarity	0.6644	NPC255229
Remote Similarity	0.6644	NPC225319
Remote Similarity	0.6644	NPC478076
Remote Similarity	0.6643	NPC115611
Remote Similarity	0.6643	NPC212799
Remote Similarity	0.6641	NPC476322
Remote Similarity	0.6641	NPC279385
Remote Similarity	0.6641	NPC179605
Remote Similarity	0.6638	NPC323726
Remote Similarity	0.6637	NPC322040
Remote Similarity	0.6636	NPC119677
Remote Similarity	0.6623	NPC475420
Remote Similarity	0.6622	NPC113946
Remote Similarity	0.6622	NPC129721
Remote Similarity	0.6622	NPC61013
Remote Similarity	0.6622	NPC222029
Remote Similarity	0.662	NPC116519
Remote Similarity	0.6619	NPC315051
Remote Similarity	0.6618	NPC184437
Remote Similarity	0.6617	NPC328590
Remote Similarity	0.6615	NPC329825
Remote Similarity	0.661	NPC474430
Remote Similarity	0.6604	NPC231986
Remote Similarity	0.66	NPC282339
Remote Similarity	0.66	NPC99632
Remote Similarity	0.66	NPC194881
Remote Similarity	0.6599	NPC476297
Remote Similarity	0.6593	NPC282398
Remote Similarity	0.6593	NPC69914
Remote Similarity	0.6589	NPC103292
Remote Similarity	0.6581	NPC474582
Remote Similarity	0.6577	NPC36495
Remote Similarity	0.6577	NPC56765
Remote Similarity	0.6577	NPC6436
Remote Similarity	0.6577	NPC193410
Remote Similarity	0.6577	NPC474880
Remote Similarity	0.6577	NPC221786
Remote Similarity	0.6577	NPC475990
Remote Similarity	0.6575	NPC122106
Remote Similarity	0.6575	NPC285381
Remote Similarity	0.6573	NPC470440
Remote Similarity	0.6571	NPC73767
Remote Similarity	0.6571	NPC110126
Remote Similarity	0.6565	NPC290094
Remote Similarity	0.6562	NPC143603
Remote Similarity	0.6555	NPC328877
Remote Similarity	0.6554	NPC29285
Remote Similarity	0.6552	NPC318086
Remote Similarity	0.6547	NPC83214
Remote Similarity	0.6544	NPC101165
Remote Similarity	0.6541	NPC250361
Remote Similarity	0.6541	NPC476140
Remote Similarity	0.6538	NPC39818
Remote Similarity	0.6536	NPC63047
Remote Similarity	0.6536	NPC475248
Remote Similarity	0.6533	NPC248117
Remote Similarity	0.6533	NPC229173
Remote Similarity	0.6525	NPC469783
Remote Similarity	0.6525	NPC469784
Remote Similarity	0.6525	NPC469779
Remote Similarity	0.6525	NPC469761
Remote Similarity	0.6525	NPC469780
Remote Similarity	0.6525	NPC469768
Remote Similarity	0.6525	NPC469767
Remote Similarity	0.6519	NPC473587
Remote Similarity	0.6519	NPC476131
Remote Similarity	0.6513	NPC2165
Remote Similarity	0.6513	NPC195507
Remote Similarity	0.651	NPC286427
Remote Similarity	0.6496	NPC473930
Remote Similarity	0.649	NPC472120
Remote Similarity	0.649	NPC472101
Remote Similarity	0.649	NPC472117
Remote Similarity	0.6483	NPC470111
Remote Similarity	0.6483	NPC477134
Remote Similarity	0.648	NPC57051
Remote Similarity	0.6479	NPC469766
Remote Similarity	0.6476	NPC12857
Remote Similarity	0.6475	NPC218268
Remote Similarity	0.6471	NPC475428
Remote Similarity	0.6467	NPC41257
Remote Similarity	0.6467	NPC471122
Remote Similarity	0.6466	NPC146373
Remote Similarity	0.6466	NPC245244
Remote Similarity	0.6466	NPC166424
Remote Similarity	0.6463	NPC117032
Remote Similarity	0.6463	NPC470233

Drug Structure

NPD4116 OpenBabel08211704332D 22 24 0 0 0 0 0 0 0 0999 V2000 -0.7071 2.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9239 2.3827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 0.0000 -1.0000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 21 1 0 0 0 0 5 7 2 0 0 0 0 5 10 1 0 0 0 0 6 8 2 0 0 0 0 6 11 1 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 11 17 2 0 0 0 0 12 18 2 0 0 0 0 13 19 2 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 18 22 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB08996
ChEMBL	CHEMBL1328913
IUPHAR/BPS
PharmaGKB
KEGG Drug	D02565
PubChem CID
ChEBI	135233
CAS Number	4757-55-5

Drug Properties

Molecular Weight	294.21
ALogP	0.8804
MLogP	3.44
XLogP	6
HDA	2
HBD	0
Rotatable Bonds	8
TPSA	6.48
RO5 Violation	1