NPASS drugs

Drug Information

Drug ID:	NPD3548
Drug Name:	Imipraminoxide
Molecular Formula:	C19H24N2O
Canonical SMILES:	CN(=O)(CCCN1c2ccccc2CCc2c1cccc2)C
Standard InCHI:	InChI=1S/C19H24N2O/c1-21(2,22)15-7-14-20-18-10-5-3-8-16(18)12-13-17-9-4-6-11-19(17)20/h3-6,8-11H,7,12-15H2,1-2H3
Standard InCHIKey:	QZIQORUGXBPDSU-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3548

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	376
0.1-0.2	3379
0.2-0.3	13906
0.3-0.4	8865
0.4-0.5	3278
0.5-0.6	902
0.6-0.7	175
0.7-0.8	9
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	0.789	NPC291610
Intermediate Similarity	0.7311	NPC187036
Intermediate Similarity	0.7273	NPC313673
Intermediate Similarity	0.7213	NPC313449
Intermediate Similarity	0.7213	NPC192209
Intermediate Similarity	0.708	NPC469537
Intermediate Similarity	0.7049	NPC288232
Intermediate Similarity	0.7034	NPC302790
Intermediate Similarity	0.7025	NPC296163
Remote Similarity	0.6984	NPC475915
Remote Similarity	0.696	NPC177684
Remote Similarity	0.696	NPC291962
Remote Similarity	0.6949	NPC79618
Remote Similarity	0.6923	NPC476950
Remote Similarity	0.6905	NPC161956
Remote Similarity	0.6905	NPC258531
Remote Similarity	0.6905	NPC112373
Remote Similarity	0.6891	NPC164802
Remote Similarity	0.6846	NPC252794
Remote Similarity	0.6825	NPC226143
Remote Similarity	0.6809	NPC469525
Remote Similarity	0.6794	NPC145754
Remote Similarity	0.6746	NPC228515
Remote Similarity	0.6746	NPC264580
Remote Similarity	0.6719	NPC257490
Remote Similarity	0.6714	NPC63157
Remote Similarity	0.6714	NPC473868
Remote Similarity	0.6697	NPC262295
Remote Similarity	0.6667	NPC434
Remote Similarity	0.6667	NPC39818
Remote Similarity	0.6667	NPC78154
Remote Similarity	0.6667	NPC318086
Remote Similarity	0.6641	NPC316582
Remote Similarity	0.6639	NPC313362
Remote Similarity	0.6638	NPC323726
Remote Similarity	0.6636	NPC111233
Remote Similarity	0.6621	NPC475763
Remote Similarity	0.6619	NPC130251
Remote Similarity	0.6618	NPC162417
Remote Similarity	0.6618	NPC316104
Remote Similarity	0.6614	NPC81561
Remote Similarity	0.6607	NPC470926
Remote Similarity	0.6602	NPC271642
Remote Similarity	0.6571	NPC301760
Remote Similarity	0.6567	NPC9856
Remote Similarity	0.6565	NPC290094
Remote Similarity	0.6554	NPC469536
Remote Similarity	0.6535	NPC148140
Remote Similarity	0.6522	NPC325599
Remote Similarity	0.6522	NPC471123
Remote Similarity	0.6518	NPC191444
Remote Similarity	0.6514	NPC229477
Remote Similarity	0.6512	NPC279385
Remote Similarity	0.6512	NPC179605
Remote Similarity	0.6505	NPC98976
Remote Similarity	0.6486	NPC30445
Remote Similarity	0.6483	NPC21605
Remote Similarity	0.6481	NPC104070
Remote Similarity	0.6481	NPC134825
Remote Similarity	0.648	NPC314141
Remote Similarity	0.6471	NPC53044
Remote Similarity	0.6471	NPC474430
Remote Similarity	0.6462	NPC103292
Remote Similarity	0.6454	NPC104483
Remote Similarity	0.6444	NPC314431
Remote Similarity	0.6444	NPC280807
Remote Similarity	0.6444	NPC473417
Remote Similarity	0.6429	NPC314102
Remote Similarity	0.6429	NPC251722
Remote Similarity	0.6429	NPC469560
Remote Similarity	0.6429	NPC176858
Remote Similarity	0.6418	NPC169625
Remote Similarity	0.6418	NPC202957
Remote Similarity	0.6418	NPC478079
Remote Similarity	0.6408	NPC59084
Remote Similarity	0.6404	NPC108800
Remote Similarity	0.6403	NPC267508
Remote Similarity	0.6377	NPC313352
Remote Similarity	0.637	NPC109787
Remote Similarity	0.6357	NPC471402
Remote Similarity	0.6357	NPC297486
Remote Similarity	0.6357	NPC240136
Remote Similarity	0.6349	NPC57051
Remote Similarity	0.6338	NPC186284
Remote Similarity	0.6338	NPC22082
Remote Similarity	0.6336	NPC215519
Remote Similarity	0.6331	NPC300299
Remote Similarity	0.6324	NPC89490
Remote Similarity	0.6324	NPC187231
Remote Similarity	0.6312	NPC150259
Remote Similarity	0.6308	NPC54102
Remote Similarity	0.6308	NPC162689
Remote Similarity	0.6296	NPC231986
Remote Similarity	0.6294	NPC2949
Remote Similarity	0.6288	NPC265605
Remote Similarity	0.6288	NPC182570
Remote Similarity	0.6288	NPC268534
Remote Similarity	0.6288	NPC48564
Remote Similarity	0.6286	NPC198988
Remote Similarity	0.6279	NPC476566
Remote Similarity	0.6277	NPC329896
Remote Similarity	0.6277	NPC475090
Remote Similarity	0.6277	NPC475105
Remote Similarity	0.6273	NPC169016
Remote Similarity	0.6269	NPC122718
Remote Similarity	0.6269	NPC470343
Remote Similarity	0.6269	NPC472244
Remote Similarity	0.6268	NPC315051
Remote Similarity	0.6267	NPC476297
Remote Similarity	0.625	NPC150863
Remote Similarity	0.625	NPC239854
Remote Similarity	0.6241	NPC328683
Remote Similarity	0.6241	NPC283130
Remote Similarity	0.6234	NPC469541
Remote Similarity	0.6233	NPC264589
Remote Similarity	0.6233	NPC469735
Remote Similarity	0.6232	NPC476687
Remote Similarity	0.6232	NPC476689
Remote Similarity	0.6232	NPC476685
Remote Similarity	0.6232	NPC22079
Remote Similarity	0.6225	NPC29285
Remote Similarity	0.6222	NPC250476
Remote Similarity	0.6218	NPC75496
Remote Similarity	0.6207	NPC20144
Remote Similarity	0.6204	NPC472245
Remote Similarity	0.6194	NPC46358
Remote Similarity	0.619	NPC469740
Remote Similarity	0.6174	NPC40070
Remote Similarity	0.6174	NPC154602
Remote Similarity	0.6174	NPC243756
Remote Similarity	0.6168	NPC12857
Remote Similarity	0.6167	NPC326792
Remote Similarity	0.6154	NPC329430
Remote Similarity	0.6149	NPC470111
Remote Similarity	0.6148	NPC476322
Remote Similarity	0.6143	NPC184437
Remote Similarity	0.614	NPC173991
Remote Similarity	0.6133	NPC122106
Remote Similarity	0.6133	NPC285381
Remote Similarity	0.6129	NPC20322
Remote Similarity	0.6127	NPC325252
Remote Similarity	0.6124	NPC218710
Remote Similarity	0.6122	NPC285731
Remote Similarity	0.6119	NPC329825
Remote Similarity	0.6118	NPC51054
Remote Similarity	0.6111	NPC73767
Remote Similarity	0.6111	NPC88097
Remote Similarity	0.6111	NPC110126
Remote Similarity	0.6103	NPC146373
Remote Similarity	0.6103	NPC245244
Remote Similarity	0.6103	NPC166424
Remote Similarity	0.6098	NPC474695
Remote Similarity	0.6084	NPC83214
Remote Similarity	0.6071	NPC475450
Remote Similarity	0.6069	NPC469768
Remote Similarity	0.6069	NPC469779
Remote Similarity	0.6069	NPC469780
Remote Similarity	0.6069	NPC469761
Remote Similarity	0.6069	NPC469767
Remote Similarity	0.6069	NPC469784
Remote Similarity	0.6069	NPC469783
Remote Similarity	0.6062	NPC329338
Remote Similarity	0.6062	NPC469726
Remote Similarity	0.6061	NPC91958
Remote Similarity	0.6043	NPC231382
Remote Similarity	0.6039	NPC6436
Remote Similarity	0.6036	NPC119677
Remote Similarity	0.6027	NPC469766
Remote Similarity	0.6018	NPC258046
Remote Similarity	0.6015	NPC317564
Remote Similarity	0.6014	NPC470440
Remote Similarity	0.6014	NPC471313
Remote Similarity	0.6014	NPC471311
Remote Similarity	0.6014	NPC328590
Remote Similarity	0.6014	NPC218268
Remote Similarity	0.6014	NPC209389
Remote Similarity	0.6	NPC473329
Remote Similarity	0.6	NPC69914
Remote Similarity	0.6	NPC32002
Remote Similarity	0.6	NPC316811
Remote Similarity	0.6	NPC471574
Remote Similarity	0.6	NPC41174
Remote Similarity	0.6	NPC315348
Remote Similarity	0.6	NPC474058
Remote Similarity	0.5986	NPC311330
Remote Similarity	0.5974	NPC123241
Remote Similarity	0.5974	NPC61013
Remote Similarity	0.5974	NPC236711
Remote Similarity	0.5973	NPC212799
Remote Similarity	0.5972	NPC105127
Remote Similarity	0.5972	NPC84911
Remote Similarity	0.5971	NPC226662
Remote Similarity	0.5966	NPC471320
Remote Similarity	0.5966	NPC471319
Remote Similarity	0.5962	NPC286871
Remote Similarity	0.596	NPC66936
Remote Similarity	0.596	NPC206592
Remote Similarity	0.596	NPC33421
Remote Similarity	0.5959	NPC238499
Remote Similarity	0.5959	NPC115611

Drug Structure

NPD3548 OpenBabel08211703112D 22 24 0 0 0 0 0 0 0 0999 V2000 1.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8904 -0.4237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0783 4.4471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9348 -0.7184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3453 3.7669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1340 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1129 0.5513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0339 4.1523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2018 -0.0382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5678 2.7920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7452 2.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2452 3.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3799 1.2314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2564 3.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4243 0.9367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5233 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 5 2 0 0 0 0 3 8 1 0 0 0 0 4 6 2 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 6 11 1 0 0 0 0 7 14 1 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 17 2 0 0 0 0 10 18 2 0 0 0 0 11 19 2 0 0 0 0 12 13 1 0 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 20 1 0 0 0 0 21 22 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	296.19
ALogP
MLogP	3.22
XLogP
HDA	1
HBD	0
Rotatable Bonds	6
TPSA	20.31
RO5 Violation	0