NPASS drugs

Drug Information

Drug ID:	NPD3630
Drug Name:	Dapiprazole
Molecular Formula:	C19H27N5
Canonical SMILES:	Cc1ccccc1N1CCN(CC1)CCc1nnc2n1CCCC2
Standard InCHI:	InChI=1S/C19H27N5/c1-16-6-2-3-7-17(16)23-14-12-22(13-15-23)11-9-19-21-20-18-8-4-5-10-24(18)19/h2-3,6-7H,4-5,8-15H2,1H3
Standard InCHIKey:	RFWZESUMWJKKRN-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3630

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	790
0.1-0.2	10063
0.2-0.3	13124
0.3-0.4	3416
0.4-0.5	2197
0.5-0.6	1084
0.6-0.7	210
0.7-0.8	6
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	0.7222	NPC476219
Intermediate Similarity	0.7197	NPC20144
Intermediate Similarity	0.7101	NPC164802
Intermediate Similarity	0.7076	NPC317054
Intermediate Similarity	0.7037	NPC40070
Intermediate Similarity	0.7	NPC204141
Remote Similarity	0.6993	NPC288232
Remote Similarity	0.6923	NPC195507
Remote Similarity	0.6923	NPC2165
Remote Similarity	0.6909	NPC476297
Remote Similarity	0.6899	NPC88097
Remote Similarity	0.681	NPC114209
Remote Similarity	0.6807	NPC120070
Remote Similarity	0.6792	NPC104483
Remote Similarity	0.6752	NPC198988
Remote Similarity	0.6736	NPC296163
Remote Similarity	0.6707	NPC21605
Remote Similarity	0.6706	NPC470203
Remote Similarity	0.6667	NPC291610
Remote Similarity	0.6667	NPC75999
Remote Similarity	0.6667	NPC192209
Remote Similarity	0.6648	NPC471609
Remote Similarity	0.6647	NPC470204
Remote Similarity	0.6647	NPC81229
Remote Similarity	0.6647	NPC255229
Remote Similarity	0.6646	NPC59084
Remote Similarity	0.6605	NPC473868
Remote Similarity	0.6605	NPC63157
Remote Similarity	0.6604	NPC325252
Remote Similarity	0.66	NPC475915
Remote Similarity	0.6591	NPC471579
Remote Similarity	0.6588	NPC474880
Remote Similarity	0.6588	NPC221786
Remote Similarity	0.6588	NPC475990
Remote Similarity	0.6587	NPC469975
Remote Similarity	0.6562	NPC251722
Remote Similarity	0.6562	NPC125746
Remote Similarity	0.6562	NPC150259
Remote Similarity	0.6562	NPC314102
Remote Similarity	0.6556	NPC265605
Remote Similarity	0.6556	NPC182570
Remote Similarity	0.6556	NPC48564
Remote Similarity	0.6554	NPC476566
Remote Similarity	0.655	NPC229173
Remote Similarity	0.6543	NPC2949
Remote Similarity	0.6536	NPC476322
Remote Similarity	0.6536	NPC52764
Remote Similarity	0.6512	NPC194881
Remote Similarity	0.651	NPC81561
Remote Similarity	0.65	NPC216159
Remote Similarity	0.6474	NPC247987
Remote Similarity	0.6453	NPC122141
Remote Similarity	0.6452	NPC476950
Remote Similarity	0.6443	NPC148140
Remote Similarity	0.6443	NPC313449
Remote Similarity	0.6442	NPC115611
Remote Similarity	0.6433	NPC476131
Remote Similarity	0.6416	NPC225018
Remote Similarity	0.6407	NPC470111
Remote Similarity	0.6405	NPC283130
Remote Similarity	0.6405	NPC328683
Remote Similarity	0.6395	NPC300238
Remote Similarity	0.6395	NPC187036
Remote Similarity	0.6392	NPC69914
Remote Similarity	0.6391	NPC470233
Remote Similarity	0.6387	NPC252794
Remote Similarity	0.6386	NPC470440
Remote Similarity	0.6384	NPC105758
Remote Similarity	0.6384	NPC476686
Remote Similarity	0.6384	NPC476688
Remote Similarity	0.6379	NPC271797
Remote Similarity	0.6379	NPC478182
Remote Similarity	0.6379	NPC21174
Remote Similarity	0.6364	NPC46358
Remote Similarity	0.6364	NPC278874
Remote Similarity	0.6358	NPC54102
Remote Similarity	0.6358	NPC162689
Remote Similarity	0.6352	NPC101165
Remote Similarity	0.6347	NPC143872
Remote Similarity	0.6331	NPC33421
Remote Similarity	0.6328	NPC474897
Remote Similarity	0.6323	NPC122718
Remote Similarity	0.631	NPC179787
Remote Similarity	0.631	NPC201380
Remote Similarity	0.6304	NPC476341
Remote Similarity	0.6296	NPC218268
Remote Similarity	0.6291	NPC240136
Remote Similarity	0.6291	NPC297486
Remote Similarity	0.6291	NPC471402
Remote Similarity	0.6291	NPC264580
Remote Similarity	0.629	NPC472289
Remote Similarity	0.6289	NPC22079
Remote Similarity	0.6287	NPC469525
Remote Similarity	0.6284	NPC314141
Remote Similarity	0.628	NPC110126
Remote Similarity	0.628	NPC73767
Remote Similarity	0.6278	NPC280852
Remote Similarity	0.6278	NPC472122
Remote Similarity	0.6278	NPC24594
Remote Similarity	0.6275	NPC215519
Remote Similarity	0.6273	NPC300299
Remote Similarity	0.6272	NPC321911
Remote Similarity	0.6269	NPC469308
Remote Similarity	0.6266	NPC9856
Remote Similarity	0.6264	NPC16659
Remote Similarity	0.6257	NPC325903
Remote Similarity	0.6257	NPC208060
Remote Similarity	0.625	NPC478186
Remote Similarity	0.625	NPC63545
Remote Similarity	0.625	NPC471322
Remote Similarity	0.6243	NPC129721
Remote Similarity	0.6243	NPC326575
Remote Similarity	0.6242	NPC238499
Remote Similarity	0.6242	NPC469768
Remote Similarity	0.6242	NPC469780
Remote Similarity	0.6242	NPC469783
Remote Similarity	0.6242	NPC284635
Remote Similarity	0.6242	NPC469767
Remote Similarity	0.6242	NPC469761
Remote Similarity	0.6242	NPC469784
Remote Similarity	0.6242	NPC469779
Remote Similarity	0.623	NPC307191
Remote Similarity	0.623	NPC477891
Remote Similarity	0.6218	NPC27740
Remote Similarity	0.6215	NPC56233
Remote Similarity	0.6215	NPC49217
Remote Similarity	0.6213	NPC469811
Remote Similarity	0.6209	NPC133261
Remote Similarity	0.6209	NPC265710
Remote Similarity	0.6207	NPC56765
Remote Similarity	0.6207	NPC293487
Remote Similarity	0.6207	NPC477591
Remote Similarity	0.6205	NPC469766
Remote Similarity	0.6194	NPC41174
Remote Similarity	0.6194	NPC329825
Remote Similarity	0.6193	NPC478184
Remote Similarity	0.619	NPC469735
Remote Similarity	0.6183	NPC135601
Remote Similarity	0.6183	NPC17273
Remote Similarity	0.6183	NPC141612
Remote Similarity	0.618	NPC317430
Remote Similarity	0.6178	NPC146373
Remote Similarity	0.6178	NPC245244
Remote Similarity	0.6178	NPC166424
Remote Similarity	0.6176	NPC282531
Remote Similarity	0.6175	NPC187827
Remote Similarity	0.6175	NPC15840
Remote Similarity	0.6175	NPC472105
Remote Similarity	0.6167	NPC161861
Remote Similarity	0.6167	NPC472123
Remote Similarity	0.6164	NPC226662
Remote Similarity	0.6163	NPC281094
Remote Similarity	0.6162	NPC108011
Remote Similarity	0.6162	NPC21429
Remote Similarity	0.6159	NPC84911
Remote Similarity	0.6159	NPC105127
Remote Similarity	0.6149	NPC475450
Remote Similarity	0.6145	NPC164664
Remote Similarity	0.6144	NPC91958
Remote Similarity	0.614	NPC206592
Remote Similarity	0.6139	NPC145754
Remote Similarity	0.6135	NPC471123
Remote Similarity	0.6124	NPC478183
Remote Similarity	0.6114	NPC6436
Remote Similarity	0.6108	NPC472104
Remote Similarity	0.6108	NPC143533
Remote Similarity	0.6108	NPC472109
Remote Similarity	0.6108	NPC472110
Remote Similarity	0.6102	NPC317105
Remote Similarity	0.6098	NPC29886
Remote Similarity	0.6098	NPC96102
Remote Similarity	0.6098	NPC261195
Remote Similarity	0.6095	NPC86288
Remote Similarity	0.6092	NPC51054
Remote Similarity	0.6087	NPC207428
Remote Similarity	0.6087	NPC282398
Remote Similarity	0.6084	NPC316811
Remote Similarity	0.6084	NPC32002
Remote Similarity	0.6084	NPC315348
Remote Similarity	0.6075	NPC258480
Remote Similarity	0.6075	NPC472119
Remote Similarity	0.6069	NPC232798
Remote Similarity	0.6066	NPC473380
Remote Similarity	0.6066	NPC240088
Remote Similarity	0.6061	NPC469560
Remote Similarity	0.6057	NPC236711
Remote Similarity	0.6056	NPC91895
Remote Similarity	0.6054	NPC144114
Remote Similarity	0.6054	NPC302790
Remote Similarity	0.6051	NPC290094
Remote Similarity	0.6049	NPC82295
Remote Similarity	0.6047	NPC53947
Remote Similarity	0.6045	NPC224632
Remote Similarity	0.6045	NPC478185
Remote Similarity	0.6043	NPC472107
Remote Similarity	0.6043	NPC79062
Remote Similarity	0.604	NPC27802
Remote Similarity	0.6039	NPC143603
Remote Similarity	0.6038	NPC250361
Remote Similarity	0.6038	NPC476140

Drug Structure

NPD3630 OpenBabel08211703112D 24 27 0 0 0 0 0 0 0 0999 V2000 6.1667 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 -3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -4.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7653 -1.8171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0962 -2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4563 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1180 -2.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 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 2.7026 -1.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -2.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 10 1 0 0 0 0 6 16 2 0 0 0 0 7 17 2 0 0 0 0 8 18 1 0 0 0 0 9 11 1 0 0 0 0 9 19 1 0 0 0 0 10 24 1 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 22 1 0 0 0 0 13 15 1 0 0 0 0 13 22 1 0 0 0 0 14 23 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 17 23 1 0 0 0 0 18 20 2 0 0 0 0 18 24 1 0 0 0 0 19 21 2 0 0 0 0 19 24 1 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000298
DrugBank	DB00298
ChEMBL	CHEMBL1201216
IUPHAR/BPS	7155
PharmaGKB	PA164749109
KEGG Drug
PubChem CID	3033538
ChEBI	51066
CAS Number	72822-12-9

Drug Properties

Molecular Weight	325.23
ALogP	-0.4008
MLogP	3
XLogP	3.72
HDA	5
HBD	0
Rotatable Bonds	5
TPSA	37.19
RO5 Violation	0