NPASS drugs

Drug Information

Drug ID:	NPD5041
Drug Name:
Molecular Formula:	C22H24N4O2
Canonical SMILES:	O=C(N(c1cnccn1)C1CCN(CC1)CCc1ccccc1)c1ccco1
Standard InCHI:	InChI=1S/C22H24N4O2/c27-22(20-7-4-16-28-20)26(21-17-23-11-12-24-21)19-9-14-25(15-10-19)13-8-18-5-2-1-3-6-18/h1-7,11-12,16-17,19H,8-10,13-15H2
Standard InCHIKey:	BJZZDOLVVLWFHN-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5041

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	396
0.1-0.2	3466
0.2-0.3	9089
0.3-0.4	6906
0.4-0.5	8958
0.5-0.6	1932
0.6-0.7	142
0.7-0.8	1
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	0.7004	NPC50511
Remote Similarity	0.6947	NPC242923
Remote Similarity	0.6942	NPC75179
Remote Similarity	0.6749	NPC471614
Remote Similarity	0.6738	NPC308906
Remote Similarity	0.6538	NPC147983
Remote Similarity	0.6538	NPC177996
Remote Similarity	0.6525	NPC168209
Remote Similarity	0.6522	NPC287208
Remote Similarity	0.651	NPC258048
Remote Similarity	0.6493	NPC471651
Remote Similarity	0.645	NPC82548
Remote Similarity	0.6444	NPC175150
Remote Similarity	0.6444	NPC243633
Remote Similarity	0.6422	NPC174672
Remote Similarity	0.6422	NPC174758
Remote Similarity	0.6416	NPC168911
Remote Similarity	0.6408	NPC141053
Remote Similarity	0.6393	NPC160666
Remote Similarity	0.6385	NPC152620
Remote Similarity	0.6375	NPC216612
Remote Similarity	0.636	NPC323969
Remote Similarity	0.6355	NPC471648
Remote Similarity	0.6352	NPC115595
Remote Similarity	0.6346	NPC471649
Remote Similarity	0.6333	NPC17305
Remote Similarity	0.6311	NPC66777
Remote Similarity	0.6304	NPC472435
Remote Similarity	0.6285	NPC475533
Remote Similarity	0.6284	NPC328928
Remote Similarity	0.6281	NPC122436
Remote Similarity	0.6272	NPC239954
Remote Similarity	0.6271	NPC264176
Remote Similarity	0.627	NPC257851
Remote Similarity	0.627	NPC477805
Remote Similarity	0.627	NPC157931
Remote Similarity	0.627	NPC477806
Remote Similarity	0.627	NPC186351
Remote Similarity	0.627	NPC477796
Remote Similarity	0.627	NPC477795
Remote Similarity	0.6261	NPC274982
Remote Similarity	0.626	NPC324619
Remote Similarity	0.626	NPC475315
Remote Similarity	0.626	NPC260434
Remote Similarity	0.625	NPC472259
Remote Similarity	0.6245	NPC236668
Remote Similarity	0.6245	NPC471762
Remote Similarity	0.6245	NPC123395
Remote Similarity	0.624	NPC101350
Remote Similarity	0.6239	NPC198673
Remote Similarity	0.6235	NPC196718
Remote Similarity	0.6234	NPC12100
Remote Similarity	0.6231	NPC472436
Remote Similarity	0.623	NPC72905
Remote Similarity	0.6223	NPC472064
Remote Similarity	0.6218	NPC146976
Remote Similarity	0.6216	NPC53534
Remote Similarity	0.6214	NPC322482
Remote Similarity	0.6211	NPC280638
Remote Similarity	0.621	NPC329631
Remote Similarity	0.6204	NPC323244
Remote Similarity	0.6203	NPC118940
Remote Similarity	0.62	NPC472061
Remote Similarity	0.62	NPC235685
Remote Similarity	0.619	NPC99891
Remote Similarity	0.6181	NPC472434
Remote Similarity	0.6178	NPC326930
Remote Similarity	0.6178	NPC53255
Remote Similarity	0.6178	NPC475301
Remote Similarity	0.6178	NPC85879
Remote Similarity	0.6175	NPC30540
Remote Similarity	0.6169	NPC74619
Remote Similarity	0.6169	NPC102593
Remote Similarity	0.6166	NPC295452
Remote Similarity	0.6166	NPC171393
Remote Similarity	0.6154	NPC13603
Remote Similarity	0.6151	NPC50562
Remote Similarity	0.6148	NPC26543
Remote Similarity	0.6143	NPC295158
Remote Similarity	0.614	NPC198401
Remote Similarity	0.6138	NPC187145
Remote Similarity	0.6133	NPC161801
Remote Similarity	0.613	NPC212213
Remote Similarity	0.6126	NPC148889
Remote Similarity	0.6125	NPC67658
Remote Similarity	0.6124	NPC137353
Remote Similarity	0.6116	NPC313804
Remote Similarity	0.6116	NPC315804
Remote Similarity	0.6113	NPC314954
Remote Similarity	0.6111	NPC257511
Remote Similarity	0.6109	NPC73994
Remote Similarity	0.6107	NPC150447
Remote Similarity	0.6104	NPC471004
Remote Similarity	0.6104	NPC328924
Remote Similarity	0.61	NPC244425
Remote Similarity	0.61	NPC15384
Remote Similarity	0.61	NPC471197
Remote Similarity	0.6096	NPC477549
Remote Similarity	0.6094	NPC472069
Remote Similarity	0.6094	NPC472062
Remote Similarity	0.6094	NPC472063
Remote Similarity	0.6093	NPC254700
Remote Similarity	0.6087	NPC106824
Remote Similarity	0.6087	NPC267928
Remote Similarity	0.6084	NPC473833
Remote Similarity	0.6078	NPC121327
Remote Similarity	0.6078	NPC142385
Remote Similarity	0.6076	NPC472070
Remote Similarity	0.6074	NPC314270
Remote Similarity	0.6074	NPC471198
Remote Similarity	0.6071	NPC235194
Remote Similarity	0.6063	NPC12649
Remote Similarity	0.6056	NPC253675
Remote Similarity	0.605	NPC470020
Remote Similarity	0.605	NPC269367
Remote Similarity	0.6043	NPC289086
Remote Similarity	0.6042	NPC476287
Remote Similarity	0.6039	NPC471647
Remote Similarity	0.6039	NPC471646
Remote Similarity	0.6036	NPC61011
Remote Similarity	0.6035	NPC45389
Remote Similarity	0.6034	NPC285192
Remote Similarity	0.6034	NPC103361
Remote Similarity	0.6034	NPC284338
Remote Similarity	0.6034	NPC81535
Remote Similarity	0.6033	NPC305984
Remote Similarity	0.6026	NPC143977
Remote Similarity	0.6025	NPC54066
Remote Similarity	0.6025	NPC472099
Remote Similarity	0.6024	NPC477590
Remote Similarity	0.6024	NPC477585
Remote Similarity	0.6024	NPC477588
Remote Similarity	0.6024	NPC477586
Remote Similarity	0.6023	NPC165964
Remote Similarity	0.6017	NPC477979
Remote Similarity	0.6016	NPC65277
Remote Similarity	0.6016	NPC316224
Remote Similarity	0.6016	NPC220852
Remote Similarity	0.6008	NPC184680
Remote Similarity	0.6008	NPC285343
Remote Similarity	0.6	NPC41216
Remote Similarity	0.6	NPC471603
Remote Similarity	0.6	NPC135950
Remote Similarity	0.5992	NPC208898
Remote Similarity	0.5992	NPC243850
Remote Similarity	0.5992	NPC471615
Remote Similarity	0.5984	NPC474183
Remote Similarity	0.5984	NPC194740
Remote Similarity	0.5984	NPC470785
Remote Similarity	0.5984	NPC250178
Remote Similarity	0.5983	NPC123839
Remote Similarity	0.5976	NPC210434
Remote Similarity	0.5975	NPC327592
Remote Similarity	0.5973	NPC118084
Remote Similarity	0.5968	NPC470018
Remote Similarity	0.5967	NPC27041
Remote Similarity	0.596	NPC278525
Remote Similarity	0.5959	NPC128115
Remote Similarity	0.5957	NPC57398
Remote Similarity	0.5957	NPC295898
Remote Similarity	0.5957	NPC211813
Remote Similarity	0.5956	NPC46895
Remote Similarity	0.5954	NPC471015
Remote Similarity	0.5954	NPC314882
Remote Similarity	0.595	NPC16066
Remote Similarity	0.5949	NPC238457
Remote Similarity	0.5949	NPC472065
Remote Similarity	0.5949	NPC472287
Remote Similarity	0.5949	NPC472286
Remote Similarity	0.5949	NPC317373
Remote Similarity	0.5948	NPC78767
Remote Similarity	0.5948	NPC473814
Remote Similarity	0.5947	NPC63109
Remote Similarity	0.5946	NPC83774
Remote Similarity	0.5945	NPC477589
Remote Similarity	0.5945	NPC477587
Remote Similarity	0.5944	NPC478078
Remote Similarity	0.5943	NPC467439
Remote Similarity	0.594	NPC19872
Remote Similarity	0.5939	NPC56271
Remote Similarity	0.5934	NPC472098
Remote Similarity	0.5932	NPC53144
Remote Similarity	0.5932	NPC200836
Remote Similarity	0.5932	NPC476138
Remote Similarity	0.5932	NPC245816
Remote Similarity	0.5931	NPC93390
Remote Similarity	0.593	NPC471013
Remote Similarity	0.593	NPC180668
Remote Similarity	0.593	NPC148896
Remote Similarity	0.5929	NPC241025
Remote Similarity	0.5923	NPC112937
Remote Similarity	0.5923	NPC91868
Remote Similarity	0.5923	NPC63971
Remote Similarity	0.5922	NPC325857
Remote Similarity	0.5922	NPC470784
Remote Similarity	0.5921	NPC472289
Remote Similarity	0.5918	NPC298436
Remote Similarity	0.5917	NPC167860
Remote Similarity	0.5917	NPC123976
Remote Similarity	0.5913	NPC49547

Drug Structure

NPD5041 OpenBabel08211706322D 28 31 0 0 0 0 0 0 0 0999 V2000 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -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 2.5981 -1.5000 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 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 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -3.3364 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 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 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 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 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 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -2.5933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 4 7 1 0 0 0 0 4 16 2 0 0 0 0 5 18 2 0 0 0 0 6 18 1 0 0 0 0 7 20 2 0 0 0 0 8 13 1 0 0 0 0 8 18 1 0 0 0 0 9 14 1 0 0 0 0 9 19 1 0 0 0 0 10 15 1 0 0 0 0 10 19 1 0 0 0 0 11 12 1 0 0 0 0 11 23 2 0 0 0 0 12 24 2 0 0 0 0 13 25 1 0 0 0 0 14 25 1 0 0 0 0 15 25 1 0 0 0 0 16 28 1 0 0 0 0 17 21 2 0 0 0 0 17 23 1 0 0 0 0 19 26 1 0 0 0 0 20 22 1 0 0 0 0 20 28 1 0 0 0 0 21 24 1 0 0 0 0 21 26 1 0 0 0 0 22 26 1 0 0 0 0 22 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006196
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	60697
ChEBI
CAS Number

Drug Properties

Molecular Weight	376.19
ALogP	-1.1117
MLogP	3.22
XLogP	4.699
HDA	5
HBD	0
Rotatable Bonds	7
TPSA	62.47
RO5 Violation	0